FMOC-CYS(STBU)-OH

Base Information

• Chemical Name: FMOC-CYS(STBU)-OH
• CAS No.: 73724-43-3
• Molecular Formula: C22H25NO4S2
• Molecular Weight: 431.577
• Hs Code.: 2930 90 16
• Mol file: 73724-43-3.mol

Synonyms:Fmoc-Cys(stbu)-OH;

Chemical Property of FMOC-CYS(STBU)-OH

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 2.21E-16mmHg at 25°C
• Melting Point: 73-77 °C
• Refractive Index: 1.62
• Boiling Point: 623 °C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 330.6 °C
• PSA: 126.23000
• Density: 1.281 g/cm³
• LogP: 5.54910
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butyldisulfanyl)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of FMOC-CYS(STBU)-OH

There total 4 articles about FMOC-CYS(STBU)-OH 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: 98.0%

Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) + 2-methylpropan-2-thiol (75-66-1) → 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (73724-43-3)

Guidance literature:

With ammonium acetate; dimethyl sulfoxide; In water; acetonitrile; at 150 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1021/jo902695a

Reference yield: 84.0%

S-tert-butylmercapto-L-cysteine (30044-51-0) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (73724-43-3)

Guidance literature:

With sodium hydroxide; sodium carbonate; In 1,4-dioxane; water; 1.) ice bath, 2 h, 2.) room temp., 15 min;

Reference yield:

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) → 3-[(1,1-dimethylethyl)dithio]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (73724-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; hydrogenchloride / water; ethyl acetate

2: 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine / dichloromethane / 2 h / Neutral conditions

With hydrogenchloride; 5,5'-dinitro-2,2'-disulfanediyl-bis-pyridine; zinc; In dichloromethane; water; ethyl acetate;

upstream raw materials:

S-tert-butylmercapto-L-cysteine

(fluorenylmethoxy)carbonyl chloride

N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine

2-methylpropan-2-thiol

Downstream raw materials:

Fmoc-Cys(StBu)-OTDO

oxytocin

α-conotoxin ImI

Refernces

• 1、 Gormer, Kristina,Waldmann, Herbert,Triola, Gemma. "Efficient microwave-assisted synthesis of unsymmetrical disulfides". supporting information; experimental part. p. 1811 - 1813. Retrieved 2010/05/17.