FMOC-(S)-3-AMINO-4-HYDROXYBUTANOIC ACID T-BUTYL ESTER

Base Information

• Chemical Name: FMOC-(S)-3-AMINO-4-HYDROXYBUTANOIC ACID T-BUTYL ESTER
• CAS No.: 161529-14-2
• Molecular Formula: C23H27 N O5
• Molecular Weight: 397.471
• Mol file: 161529-14-2.mol

Synonyms:Butanoicacid, 3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-hydroxy-, 1,1-dimethylethylester, (R)-

Chemical Property of FMOC-(S)-3-AMINO-4-HYDROXYBUTANOIC ACID T-BUTYL ESTER

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-O-tert-butyl-D-β-homoserine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-(S)-3-AMINO-4-HYDROXYBUTANOIC ACID T-BUTYL ESTER

There total 5 articles about FMOC-(S)-3-AMINO-4-HYDROXYBUTANOIC ACID T-BUTYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) → (R)-3-(9H-fluoren-9-ylmethyloxycarbonylamino)-4-hydroxybutyric acid tert-butyl ester (161529-14-2)

Guidance literature:

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid; With N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; at -40 - -20 ℃; for 0.75h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at -20 ℃; for 0.25h;

DOI:10.1002/chem.201803032

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) + isobutyl chloroformate (543-27-1) → (R)-3-(9H-fluoren-9-ylmethyloxycarbonylamino)-4-hydroxybutyric acid tert-butyl ester (161529-14-2)

Guidance literature:

With sodium borohydrid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol;

Reference yield:

Fmoc-D-Asp(OtBu)-H → (R)-3-(9H-fluoren-9-ylmethyloxycarbonylamino)-4-hydroxybutyric acid tert-butyl ester (161529-14-2)

Guidance literature:

With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; at -20 - 20 ℃;

DOI:10.1080/00397910701555469

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid

isobutyl chloroformate

N-Fmoc-amino-(4-N-Boc-piperidinyl)carboxylic acid

Downstream raw materials:

(R)-3-(9H-fluoren-9-ylmethyloxycarbonylamino)-4-phenylsulfanylbutyric acid tert-butyl ester

(R)-(9H-fluoren-9-yl)methyl 4-oxo-1-(phenylthio)butan-2-ylcarbamate

(R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(phenylthio)butanoic acid

(R)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-(2-fluorophenylthio)butanoic acid