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Boc-N-methyl-L-leucine

CAS No.
53363-89-6
Chemical Name:
Boc-N-methyl-L-leucine
Synonyms
BOC-N-ME-LEU-OH;Tyr(Me);BOC-MELEU-OH;BOC-LEU(ME)-OH;BOC-L-MELEU-OH;BOC-ALA(TBU)-OH;BOC-N-ME-LEUCINE;Boc-N-Me-L-Leu-OH;BOC-BETA-TBU-ALA-OH;BOC-BETA-TBU-ALANINE
CBNumber:
CB3197622
Molecular Formula:
C12H23NO4
Molecular Weight:
245.32
MDL Number:
MFCD00038522
MOL File:
53363-89-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:59:10
Product description Number Pack Size Price
Boc-N-Me-Leu-OH Novabiochem? 8.53083 5G $132
Boc-N-Me-Leu-OH ≥99.0% (sum of enantiomers, TLC) 15446 5g $360
Boc-N-Me-Leu-OH B6363 1G $28
Boc-N-Me-Leu-OH B6363 5G $85
Boc-N-methyl-L-leucine 98+% 236540 1g $170
More product size

Boc-N-methyl-L-leucine Properties

Melting point 55-60 °C
Boiling point 338.2±21.0 °C(Predicted)
Density 1.053±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
pka 4.04±0.21(Predicted)
form Solid
color White to off-white
optical activity [α]20/D 36±2°, c = 1% in methylene chloride
BRN 2373250
Major Application peptide synthesis
InChI InChI=1S/C12H23NO4/c1-8(2)7-9(10(14)15)13(6)11(16)17-12(3,4)5/h8-9H,7H2,1-6H3,(H,14,15)/t9-/m0/s1
InChIKey YXJFAOXATCRIKU-VIFPVBQESA-N
SMILES C(O)(=O)[C@H](CC(C)C)N(C(OC(C)(C)C)=O)C
CAS DataBase Reference 53363-89-6(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  2924 19 00
HazardClass  IRRITANT
Storage Class 11 - Combustible Solids

Boc-N-methyl-L-leucine price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.53083 Boc-N-Me-Leu-OH Novabiochem? 53363-89-6 5G $132 2023-01-07 Buy
Sigma-Aldrich 15446 Boc-N-Me-Leu-OH ≥99.0% (sum of enantiomers, TLC) 53363-89-6 5g $360 2023-01-07 Buy
TCI Chemical B6363 Boc-N-Me-Leu-OH 53363-89-6 1G $28 2026-04-30 Buy
TCI Chemical B6363 Boc-N-Me-Leu-OH 53363-89-6 5G $85 2026-04-30 Buy
Usbiological 236540 Boc-N-methyl-L-leucine 98+% 53363-89-6 1g $170 2021-12-16 Buy
Product number Packaging Price Buy
8.53083 5G $132 Buy
15446 5g $360 Buy
B6363 1G $28 Buy
B6363 5G $85 Buy
236540 1g $170 Buy

Boc-N-methyl-L-leucine Chemical Properties,Uses,Production

Description

Boc-N-methyl-L-leucine is the BOC (tert-butyloxycarbonyl) protected N-methylated leucine. The N-methylated amino acid is quite useful in the peptide synthesis, giving a lot of improved properties to peptide. Studies have shown that peptide containing N-methylated amino acids obtain increased proteolytic stability, increased membrane permeability, and altered conformation. The effects of N-methylated amino acids are quite important in the development of therapeutic peptide compound as well as in the assay of biological activity of some modified peptides. BOC group can be easily removed by treatment with strong acids such as trifluoroacetic acid.

Uses

Boc-N-methyl-L-leucine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Biological Activity

Boc-N-methyl-L-leucine is a peptidyl nucleobase that has been shown to inhibit tumor cell growth and induce tumor regression in animal models. It is an amide of leucine and the antibiotic aminouracil, which is a guanine analogue. Boc-N-methyl-L-leucine has also shown to inhibit tumor growth by inhibiting mitochondrial membrane potential, which may lead to cell death in cancer cells. This compound has been shown to be effective against both solid tumors and leukemia cell lines. Boc-N-methyl-L-leucine also inhibits the proliferation of human prostate cancer cells by blocking the synthesis of nucleic acids and proteins.

Synthesis

BOC-L-Leucine

13139-15-6

Iodomethane

74-88-4

Boc-N-methyl-L-leucine

53363-89-6

To a solution of Boc-L-leucine (5.0 g, 21.6 mmol) in tetrahydrofuran (THF, 73 mL) at 0 °C was added sodium hydride (NaH, 60% dispersion in mineral oil, 10.0 g, 0.13 mol). After stirring at 0 °C for 30 min, iodomethane (MeI, 4.1 mL, 66.0 mmol) and N,N-dimethylformamide (DMF, 3.7 mL) were added sequentially. The reaction mixture was continued to be stirred at 0 °C for 30 min, followed by 4 h at room temperature. Upon completion of the reaction, the reaction was quenched with deionized water (50 mL). The mixture was extracted with ethyl acetate (EtOAc, 2 x 100 mL). The aqueous phase was acidified to pH 5 with 10% aqueous potassium bisulfate (KHSO4) and extracted again with ethyl acetate. All the ethyl acetate extracts were combined, washed with 5% sodium dithionite (Na2S2O4) solution and saturated brine in turn, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give Boc-N-methyl-L-leucine (5.2 g, 98% yield) as a colorless oil.

References

https://en.wikipedia.org/wiki/Tert-Butyloxycarbonyl_protecting_group
http://pubs.acs.org/doi/abs/10.1021/cr030024zsrc=recsys&journalCode=chreay

13139-15-6
74-88-4
53363-89-6
Synthesis of Boc-N-methyl-L-leucine from BOC-L-Leucine and Iodomethane

Boc-N-methyl-L-leucine Preparation Products And Raw materials

Global( 190)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-(0)57185586718; +8613336195806 sales@capot.com China 29640 60
Sichuan HongRi Pharma-Tech Co.,Ltd
+8618382028708 ni@enlaibio.com China 1098 58
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
+86-13017695106 +86-13676922317 jiuyitime@fdachem.com China 16513 58
Adachibio Inc.
+81-8027837258; +8108027837258 sales@adachibio.com Japan 992 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-2158073036 info@dakenam.com China 13843 58
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Xiamen AmoyChem Co., Ltd
+86-86-5926051114 +8615060885618 sales@amoychem.com China 6369 58
Sichuan Jiaying Lai Technology Co.,LTD
18716376478 ycling@enlaibio.com CHINA 302 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19552 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58

View Lastest Price from Boc-N-methyl-L-leucine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Boc-N-Me-L-Leu-OH pictures 2026-04-30 Boc-N-Me-L-Leu-OH
53363-89-6
US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
Boc-N-methyl-L-leucine pictures 2026-04-17 Boc-N-methyl-L-leucine
53363-89-6
US $2.00-5.00 / KG 0.1KG 99% g-kg-tons ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
BOC-N-Me-leu-OH pictures 2020-01-06 BOC-N-Me-leu-OH
53363-89-6
US $1.00 / g 1g 98% 100KG Sichuan Jiaying Lai Technology Co.,LTD
  • BOC-N-Me-leu-OH pictures
  • BOC-N-Me-leu-OH
    53363-89-6
  • US $1.00 / g
  • 98%
  • Sichuan Jiaying Lai Technology Co.,LTD
N-ALPHA-T-BUTYLOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE N-ALPHA-T-BUTOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE N-ALPHA-T-BUTOXYCARBONYL-BETA-T-BUTYL-L-ALANINE N-ALPHA-T-BUTOXYCARBONYL-GAMMA-METHYL-L-LEUCINE N-ALPHA-TERT-BUTYLOXYCARBONYL-N-ALPHA-METHYL-L-LEUCINE N-ALPHA-T-BOC-N-ALPHA-METHYL-L-LEUCINE BOC-BETA-TBU-ALANINE BOC-BETA-TBU-ALA-OH BOC-BETA-T-BUTYL-L-ALANINE BOC-ALA(TBU)-OH BOC-N-ME-LEUCINE BOC-N-METHYL-L-LEUCINE BOC-N-METHYL-L-LEU-OH BOC-MELEU-OH BOC-NEOPENTYLGLYCINE BOC-(NEOPENTYL)GLY-OH BOC-N-ALPHA-METHYL-L-LEUCINE BOC-L-BETA-T-BUTYLALANINE BOC-LEU(ME)-OH BOC-L-NEOPENTYLGLYCINE BOC-L-MELEU-OH BOC-T-BUTYL-L-ALANINE N-ALPHA-TERT-BUTYLOXYCABONYL-N-ALPHA-METHYL-L-LEUCINE DANSYL-L-GLUTAMIC ACID BIS(CYCLOHEXYLAMMONIUM) NALPHA-tert-Butoxycarbonyl-N-methyl-L-leucine N-tert-Butyloxycarbonyl-N-methyl-L-leucine N-(tert-butoxycarbonyl)-N-methyl-L-leucine L-Leucine, N-[(1,1-diMethylethoxy)carbonyl]-N-Methyl- (S)-2-((tert-butoxycarbonyl)(Methyl)aMino)-4-Methylpentanoic acid Tyr(Me) Boc-N-Me-L-Leu-OH Boc-N-Me-Leu-OH Boc-N-Methyl Leucine Boc-N-methyl-L-leucine98+% N-α-t-butoxycarbonyl-β-t-butyl-L-alanine (Tert-Butoxy)Carbonyl N-Me-Leu-OH (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-4-methylpentanoic acid (2S)-4-methyl-2-[methyl-[(2-methylpropan-2-yl)oxy-oxomethyl]amino]pentanoic acid Boc-N-L-methylleucine Boc-N-methyl-L-leucine USP/EP/BP 2-((TERT-BUTOXYCARBONYL)(METHYL)AMINO)-4-METHYLPENTANOIC ACID N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-L-leucine N-BOC-N-Methyl-L-leucine BOC-N-methyl tert leucine BOC-N-ME-LEU-OH 53363-89-6 Peptide Synthesis N-Methyl Amino Acids Unnatural Amino Acid Derivatives Specialty Synthesis amino acids Amino Acid Derivatives N-Methyl Amino Acids