ChemicalBook--->CAS DataBase List--->30992-29-1

30992-29-1

30992-29-1 Structure

30992-29-1 Structure
IdentificationMore
[Name]

BOC-alpha-Methylalanine
[CAS]

30992-29-1
[Synonyms]

ALPHA-(BOC-AMINO)ISOBUTYRIC ACID
BOC-2-AMINOISOBUTYRIC ACID
BOC-AIB-OH
BOC-ALPHA-AMINOISOBUTYRIC ACID
BOC-ALPHA-ME-ALA-OH
BOC-ALPHA-METHYLALANINE
BOC-(ME)ALA-OH
IFLAB-BB F2108-0194
N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-alanine
N-ALPHA-T-BOC-ALPHA-AMINOISOBUTYRIC ACID
N-ALPHA-T-BOC-ALPHA-METHYLALANINE
N-ALPHA-T-BUTOXYCARBONYL-ALPHA-AMINOISOBUTYRIC ACID
N-ALPHA-T-BUTOXYCARBONYL-ALPHA-METHYL-L-ALANINE
N-ALPHA-TERT-BUTYLOXYCARBONYL-2-AMINO-ISOBUTYRIC ACID
N-BOC-2-AMINOISOBUTYRIC ACID
RARECHEM EM WB 0052
Boc-Aib-OH=Boc-alpha-Me-Ala-OH
n-tert-butoxycarbonyl-2-aminoisobutyric acid
α-(boc-amino)isobutyric acid
N-BOC-2-AMINOISOBUTANOICACID
[EINECS(EC#)]

250-421-0
[Molecular Formula]

C9H17NO4
[MDL Number]

MFCD00042973
[Molecular Weight]

203.24
[MOL File]

30992-29-1.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

118-122 °C
[Boiling point ]

341.54°C (rough estimate)
[density ]

1.1886 (rough estimate)
[refractive index ]

1.4315 (estimate)
[storage temp. ]

0-6°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

Crystalline Powder
[pka]

4.11±0.10(Predicted)
[color ]

White
[BRN ]

1953772
[InChI]

InChI=1S/C9H17NO4/c1-8(2,3)14-7(13)10-9(4,5)6(11)12/h1-5H3,(H,10,13)(H,11,12)
[InChIKey]

VLHQXRIIQSTJCQ-LURJTMIESA-N
[SMILES]

C(O)(=O)[C@](C)(C)NC(OC(C)(C)C)=O
[CAS DataBase Reference]

30992-29-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314-H290
[Precautionary statements ]

P501-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

29241990
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

alpha-(Boc-amino)isobutyric acid(30992-29-1).msds
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Uses]

Boc-α-Methylalanine is used as a catalyst in the preparation of 2-benzopyranone derivatives (isocoumarin) as well as arylbenzeneacetic acids.
[reaction suitability]

reaction type: Boc solid-phase peptide synthesis
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

2-Aminoisobutyric Acid

62-57-7

Boc-Aib-OH

30992-29-1

The general procedure for the synthesis of 2-((tert-butoxycarbonyl)amino)-2-methylpropionic acid from di-tert-butyl dicarbonate and 2-aminoisobutyric acid is as follows: Preparation of Example 26: 2-(tert-butoxycarbonylamino)-2-methylpropionic acid 200 mg (1.94 mmol) of 2-amino-2-methylpropionic acid was dissolved in a solvent mixture of 8.0 mL of 1.0 N NaOH solution and 8.0 mL of 1,4-dioxane, followed by the addition of 846 mg (3.88 mmol) of di-tert-butyl dicarbonate (Boc2O). The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, 1,4-dioxane was removed by distillation under reduced pressure. The residue was adjusted to pH 3 with 1N HCl solution and then extracted with 320 mL of ethyl acetate. The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 315 mg of the white solid product 2-(tert-butoxycarbonylamino)-2-methylpropanoic acid in 80% yield. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 5.07 (brs, 1H), 1.54 (s, 6H), 1.45 (s, 9H).

[References]

[1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 4, p. 1391 - 1397
[2] Angewandte Chemie - International Edition, 2018, vol. 57, # 20, p. 5679 - 5683
[3] Angew. Chem., 2018, vol. 130, p. 5781 - 5785,5
[4] Patent: US2015/210635, 2015, A1. Location in patent: Paragraph 0502-0504
[5] Patent: EP2865664, 2015, A1. Location in patent: Paragraph 0118; 0119
Spectrum DetailBack Directory
[Spectrum Detail]

Boc-Aib-OH(30992-29-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

BOC-alpha-Methylalanine, 98%(30992-29-1)
[Alfa Aesar]

N-Boc-2-aminoisobutyric acid, 98+%(30992-29-1)
[Sigma Aldrich]

30992-29-1(sigmaaldrich)
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