(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID

Base Information

• Chemical Name: (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID
• CAS No.: 102971-73-3
• Molecular Formula: C26H31NO6S
• Molecular Weight: 485.59200
• Hs Code.: 29225090
• Mol file: 102971-73-3.mol

Synonyms:(R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID;Fmoc-L-Cys(tert-butoxycarbonylpropyl)-OH;

Chemical Property of (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID

Chemical Property:

• Boiling Point: 673.8±55.0 °C(Predicted)
• PKA: 3.47±0.10(Predicted)
• PSA: 127.23000
• Density: 1.237±0.06 g/cm3(Predicted)
• LogP: 5.22430
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-Cys(tert-butoxycarnylpropyl)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC ACID

There total 6 articles about (R)-FMOC-2-AMINO-3-(3-TERT-BUTOXYCARBONYL-PROPYLSULFANYL)-PROPIONIC 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: 76.0%

4-((2R)-amino-2-carboxyethylsulfanyl)butyric acid tert butyl ester (30845-10-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester (102971-73-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; for 2h;

DOI:10.1021/jm030222i

Reference yield: 72.0%

4-((2R)-amino-2-carboxyethylsulfanyl)butyric acid tert butyl ester (30845-10-4) + 9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → 4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester (102971-73-3)

Guidance literature:

With sodium carbonate; In acetone; for 3h; pH=9.3;

DOI:10.1135/cccc20000407

Reference yield: 15.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 4-((2R)-amino-2-carboxyethylsulfanyl)butyric acid tert butyl ester (30845-10-4) → 4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester (102971-73-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2018.06.030

upstream raw materials:

4-((2R)-amino-2-carboxyethylsulfanyl)butyric acid tert butyl ester

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

9-fluorenylmethyl N-succinimidyl carbonate

2-chloroethylacetic acid tert-butyl ester

Downstream raw materials:

N^α-fluorenylmethyloxycarbonyl-S-(3-tert-butoxycarbonylpropyl)cysteine pentafluorophenyl ester