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54631-81-1

54631-81-1 Structure

54631-81-1 Structure
IdentificationMore
[Name]

BOC-HYP(BZL)-OH
[CAS]

54631-81-1
[Synonyms]

BOC-HYP(BZL)
BOC-HYP(BZL)-OH
BOC-L-HYP(BZL)-OH
BOC-PRO(4-OBZL)-OH
BOC-HYP(BZL)-OH DCHA
Boc-L-Hyp(Bzl)-OH·DCHA
BOC-HYP(BZL)-OH·DCHA,98%
BOC-HYP(BZL)-OH USP/EP/BP
BOC-HYDROXYPROLINE(BZL)-OH
BOC-O-BENZYL-L-HYDROXYPROLINE
Boc-Hyp(Bzl)-OH >=98.0% (HPLC)
BOC-O-BENZYL-L-4-HYDROXYPROLINE
(Tert-Butoxy)Carbonyl Hyp(Bzl)-OH
BOC-O-BENZYL-L-TRANS-4-HYDROXYPROLINE
BOC-O-BENZYL-L-4-TRANS-HYDROXYPROLINE
(4R)-1-Boc-4-(phenylmethoxy)-L-proline
Boc-O-benzyl-trans-4-hydroxy-L-proline
BOC-O-BENZYL-4-HYDROXY-L-PROLINE(TRANS)
T-BUTYLOXYCARBONYL-O-BENZYL-L-HYDROXYPROLINE
Boc-O-benzyl-L-trans-4-hydroxyproline≥ 98% (HPLC)
N-ALPHA-T-BUTOXYCARBONYL-O-BENZYL-L-HYDROXYPROLINE
N-ALPHA-T-BUTYLOXYCARBONYL-L-4-O-BENZYL-HYDROXYPROLINE
Boc-O-Benzyl-L-Hydroxyproline Dicyclohexylammonium Salt
N-ALPHA-TERT-BUTYLOXYCARBONYL-L-4-O-BENZYL-HYDROXYPROLINE
BOC-O-BENZYL-4-L-HYDROXYPROLINE DICYCLOHEXYLAMMONIUM SALT
N-ALPHA-T-BUTOXYCARBONYL-O-BENZYL-TRANS-4-HYDROXY-L-PROLINE
N-alpha-t-Butyloxycarbonyl-4-O-benzyl-trans-L-hydroxyproline
NALPHA-tert-Butoxycarbonyl-O-benzyl-trans-4-hydroxy-L-proline
BOC-O-BENZYL-L-4-TRANS-HYDROXYPROLINE DICYCLOHEXYLAMMONIUM SALT
Boc-O-benzyl-L-trans-4-hydroxyproline dicyclohexylammonium salt99%
(2S,4R)-4-(Benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylicaci
(2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
4-hydroxypyrrolidine-1,2-dicarboxylic acid O1-tert-butyl ester O2-(phenylmethyl) ester
1,2-Pyrrolidinedicarboxylic acid, 4-(phenylmethoxy)-, 1-(1,1-dimethylethyl) ester, (2S,4R)-
[Molecular Formula]

C17H23NO5
[MDL Number]

MFCD00037325
[Molecular Weight]

321.37
[MOL File]

54631-81-1.mol
Chemical PropertiesBack Directory
[Melting point ]

~70 °C
[Boiling point ]

461.3±45.0 °C(Predicted)
[density ]

1.21±0.1 g/cm3(Predicted)
[storage temp. ]

Store at 0°C
[solubility ]

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

Powder
[pka]

3.75±0.40(Predicted)
[Appearance]

White to off-white Solid
[Optical Rotation]

[α]20/D 40±2°, c = 2% in ethanol
[BRN ]

5296858
[Major Application]

peptide synthesis
[InChI]

1S/C17H23NO5/c1-17(2,3)23-16(21)18-10-13(9-14(18)15(19)20)22-11-12-7-5-4-6-8-12/h4-8,13-14H,9-11H2,1-3H3,(H,19,20)/t13-,14+/m1/s1
[InChIKey]

DGIGGVANZFKXLS-KGLIPLIRSA-N
[SMILES]

CC(C)(C)OC(=O)N1C[C@@H](C[C@H]1C(O)=O)OCc2ccccc2
[CAS DataBase Reference]

54631-81-1(CAS DataBase Reference)
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

13 - Non Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

White to off-white powder
[Uses]

Boc-Hyp(Bzl)-OH, 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
[Synthesis]

(2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER

136024-60-7

4-Benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

40350-83-2

General procedure for the synthesis of 4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid from 1-(tert-butyl) 2-methyl (2S,4R)-4-(benzyloxy)pyrrolidine-1,2-dicarboxylic acid ester: lithium hydroxide was added to a mixture of THF and H2O (60 mL, 2:1, v/v/v/v/v) of compound 2 (3.45 g, 10.29 mmol) monohydrate (1.29 g, 30.87 mmol). The reaction mixture was stirred at room temperature for 3 hours. After the completion of the reaction was monitored by TLC, the reaction mixture was concentrated under reduced pressure, acidified to pH < 7 with 1N hydrochloric acid solution and subsequently extracted with ethyl acetate (3 x 30 mL). The organic layers were combined, washed with saturated sodium chloride solution (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by grinding with pentane (20 mL) to give compound 3 (3.21 g, 97% yield) in white solid form. Mass spectrum (ESI) m/z 322 [M+H]+.

[References]

[1] Patent: US9994614, 2018, B2. Location in patent: Page/Page column 51; 52; 53
[2] Patent: WO2012/146666, 2012, A1. Location in patent: Page/Page column 206
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-HYP(BZL)-OH(54631-81-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

54631-81-1(sigmaaldrich)
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