| Identification | Back Directory | [Name]
Boc-L-beta-homoglutamic acid 6-benzyl ester | [CAS]
218943-30-7 | [Synonyms]
Boc-β-homoglutamic
Boc--HoGlu(OBzl)-OH
Boc-b-HoGlu(OBzl)-OH
Boc-2-HoGlu(OBzl)-OH
BOC-B-HOMO-GLU(OBZL)-OH
Boc-β-homo-Glu(OBzl)-OH
Boc-L-beta-HGlu(Bzl)-OH
BOC-BETA-HOGLU(OBZL)-OH
BOC-GLU(OBZL)-(C*CH2)OH
BOC-BETA-HOMOGLU(OBZL)-OH
Boc-beta-Homoglutamic Acid
FMoc-L-beta-HoMo-Glu(OBzl)-OH
BOC-S-HOMOGLUTAMIC ACID(OBZL)
BOC-SS-HOMOGLUTAMIC ACID(OBZL)
Boc-L--Homoglutamic Acid(Obzl)
Boc-beta-homoglutamic acid(OBzl)
BOC-L-BETA-HOMOGUTAMICACID(OBZL)
BOC-L-BETA-HOMOGLUTAMIC ACID(OBZL)
(Tert-Butoxy)Carbonyl β-HoGlu(OBzl)-OH
Boc-L-β-homoglutamic acid 6-benzyl ester
BOC-L-BETA-HOMOGLUTAMIC ACID D-BENZYL ESTER
(S)-3-(BOC-AMINO)ADIPIC ACID 6-BENZYL ESTER
BOC-L-BETA-HOMOGLUTAMIC ACID 6-BENZYL ESTER
BOC-L-BETA-HOMOGLUTAMIC ACID DELTA-BENZYL ESTER
Boc-L-β-homoglutamic acid 6-benzyl ester≥ 98% (HPLC)
N-beta-(t-Butyloxycarbonyl)-delta-benzyl-L-homogutamicacid
(S)-6-(benzyloxy)-3-(tert-butoxycarbonylamino)-6-oxohexanoic acid
N-BETA-T-BUTOXYCARBONYL-L-BETA-HOMOGLUTAMIC ACID DELTA-BENZYL ESTER
(S)-N-BETA-T-BUTOXYCARBONYL-3-AMINO-N-EPSILON-BENZYL ESTER-6-HYDROXY-6-OXOHEXANOIC ACID
(S)-3-(Boc-amino)adipic acid 6-benzyl ester, Boc-L-β-homoglutamic acid 6-benzyl ester | [Molecular Formula]
C18H25NO6 | [MDL Number]
MFCD01862936 | [MOL File]
218943-30-7.mol | [Molecular Weight]
351.39 |
| Chemical Properties | Back Directory | [Boiling point ]
530.0±45.0 °C(Predicted) | [density ]
1.178±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [form ]
Powder | [pka]
4.35±0.10(Predicted) | [CAS DataBase Reference]
218943-30-7 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Uses]
Starting materials for peptide synthesis, peptidomimetic and medicinal chemistry, protected amino acids, coupling reagents, linkers and resins, natural and unusual amino acids and building blocks used in peptide synthesis, peptidomimetic and medicinal chemistry. Reagents for PEGylation, Life science Research and biocatalysis. | [Synthesis]
The general procedure for the synthesis of (S)-6-(benzyloxy)-3-((tert-butoxycarbonyl)amino)-6-oxohexanoic acid from 6-benzyl 3-(tert-butoxycarbonyl)amino)adipate (6) was as follows: diazoxide (5) (3.00 g, 8.30 mmol) was dissolved in a 5:1 solvent mix of THF/H2O (60 ml), cooled in an ice bath, and aluminum foil was used to wrap the flask to avoid light. Subsequently, silver trifluoroacetate (0.37 g, 1.66 mmol) was added and NMM (2.28 ml, 20.75 mmol) was added dropwise. The reaction mixture was reacted under stirring for 4.5 hours and gradually warmed up to room temperature. After completion of the reaction, THF was removed by evaporation, 1N KHSO4 aqueous solution (40 ml) was added and the precipitate was removed by filtration. The aqueous phase was extracted with ethyl acetate and the organic phase was washed twice with 1N KHSO4 aqueous solution, dried over MgSO4 and then evaporated in vacuum to remove the solvent. The yellow crude product obtained was ground with ether to give the target compound as a white solid (2.17 g, 74% yield).1H NMR (CDCl3, 300 MHz) δ: 7.42-7.31 (m, 5H), 5.13 (s, 2H), 4.00 (m, 1H), 4.03-3.90 (m, 1H), 2.70-2.56 (m, 2H) , 2.54-2.40 (m, 2H), 1.98-1.85 (m, 2H), 1.45 (s, 9H). | [References]
[1] Patent: WO2017/37142, 2017, A1. Location in patent: Paragraph 00318; 00319
[2] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 20, p. 3331 - 3340
[3] Organic Letters, 2000, vol. 2, # 13, p. 1943 - 1946
[4] RSC Advances, 2014, vol. 4, # 70, p. 37419 - 37422 |
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