FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER

Base Information

• Chemical Name: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER
• CAS No.: 153815-59-9
• Molecular Formula: C24H29 N O5
• Molecular Weight: 411.49
• Mol file: 153815-59-9.mol

Synonyms:Pentanoicacid, 4-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-5-hydroxy-, 1,1-dimethylethylester, (S)-

Chemical Property of FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER

Chemical Property:

• Melting Point: 57-59 °C
• Boiling Point: 590.1±50.0 °C(Predicted)
• PKA: 11.24±0.46(Predicted)
• PSA: 84.86000
• Density: 1.181±0.06 g/cm3(Predicted)
• LogP: 4.96450
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-glutamol(otbu) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER

There total 8 articles about FMOC-(S)-4-AMINO-5-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: 91.0%

Fmoc-Glu(OtBu)-OH (71989-18-9) → 4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-pentanoic acid tert-butyl ester (153815-59-9)

Guidance literature:

Fmoc-Glu(OtBu)-OH; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 0.166667h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1021/jacs.9b12818

Reference yield: 86.0%

(S)-tert-butyl 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-azido-5-oxopentanoate (329309-07-1) → 4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-pentanoic acid tert-butyl ester (153815-59-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; cooling;

Reference yield: 83.0%

(S)-4-(2-tert-Butoxycarbonyl-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester (129288-39-7) → 4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-pentanoic acid tert-butyl ester (153815-59-9)

Guidance literature:

With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)75840-0

upstream raw materials:

(S)-4-(2-tert-Butoxycarbonyl-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester

(S)-tert-butyl 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-azido-5-oxopentanoate

Fmoc-Glu(OtBu)-OH

Downstream raw materials:

5-tert-butyl 1-oxo-2(S)-<(9-fluorenylmethoxycarbonyl)amino>caproate

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