(S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID

Base Information

• Chemical Name: (S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID
• CAS No.: 172169-88-9
• Molecular Formula: C19H18BrNO4
• Molecular Weight: 404.25
• Hs Code.: 2924299090
• Mol file: 172169-88-9.mol

Synonyms:(S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID;Fmoc-(S)-2-amino-4-bromobutyric acid

Chemical Property of (S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 594.003°C at 760 mmHg
• PKA: 3.60±0.10(Predicted)
• Flash Point: 313.042°C
• PSA: 75.63000
• Density: 1.484g/cm³
• LogP: 4.15420
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(S)-Fmoc-2-Amino-4-bromobutanoic acid 90+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID

There total 3 articles about (S)-FMOC-2-AMINO-4-BROMOBUTANOIC ACID 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: 90.0%

(L)-N-Fmoc-homoserine lactone (116857-07-9) → Fmoc-γ-Br-hAla-OH (172169-88-9)

Guidance literature:

With hydrogen bromide; acetic acid; for 18h;

DOI:10.1002/anie.201607101

Reference yield: 10.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (S)-2-Amino-4-bromo-butyric acid; compound with trifluoro-acetic acid → (L)-N-Fmoc-homoserine lactone (116857-07-9) + Fmoc-γ-Br-hAla-OH (172169-88-9)

Guidance literature:

In pyridine;

DOI:10.1016/S0040-4039(98)00628-5

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-γ-Br-hAla-OH (172169-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-Sulfanylpyridine / 4 h

2: hydrogen bromide; acetic acid / 18 h

With 2-Sulfanylpyridine; hydrogen bromide; acetic acid;

DOI:10.1002/anie.201607101

upstream raw materials:

(L)-N-Fmoc-homoserine lactone

(fluorenylmethoxy)carbonyl chloride

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

Refernces

• 1、 Ciapetti, Paola,Mann, Andre,Shoenfelder, Angele,Taddei, Maurizio. "Nucleophilic substitution of protected 2-amino-4-butanoic acid. An easy route to exotic amino acids and conformationally constrained peptides". . p. 3843 - 3846. Retrieved 2007/10/03.