Fmoc-S-4-methoxytrityl-L-cysteine

Base Information

• Chemical Name: Fmoc-S-4-methoxytrityl-L-cysteine
• CAS No.: 177582-21-7
• Molecular Formula: C₃₈H₃₃NO₅S
• Molecular Weight: 615.75
• Hs Code.: 2930 90 16
• European Community (EC) Number: 691-641-0
• DSSTox Substance ID: DTXSID40451118
• Nikkaji Number: J1.495.646H
• Wikidata: Q72478605
• Mol file: 177582-21-7.mol

Synonyms:9-fluorenylmethoxycarbonyl-S-(4-methoxytrityl)cysteine;Fmoc-Cys(Mmt)-OH

Chemical Property of Fmoc-S-4-methoxytrityl-L-cysteine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.646
• Boiling Point: 788.764oC at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 430.829oC
• PSA: 110.16000
• Density: 1.27g/cm3
• LogP: 8.10310
• Storage Temp.: -20°C
• XLogP3: 8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 615.20794433
• Heavy Atom Count: 45
• Complexity: 916

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-S-4-methoxytrityl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SCC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Isomeric SMILES: COC1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SC[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

Technology Process of Fmoc-S-4-methoxytrityl-L-cysteine

There total 3 articles about Fmoc-S-4-methoxytrityl-L-cysteine 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:

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) → fmoc-S-4-methoxytrityl-L-cysteine (177582-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; hydrogenchloride / water; ethyl acetate

2: N,N-dimethyl-formamide / 3 h

With hydrogenchloride; zinc; In water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → fmoc-S-4-methoxytrityl-L-cysteine (177582-21-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / acetone; water / 50 °C

2: zinc; hydrogenchloride / water; ethyl acetate

3: N,N-dimethyl-formamide / 3 h

With hydrogenchloride; sodium carbonate; zinc; In water; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) + mono-4-methoxytrityl chloride (14470-28-1) → fmoc-S-4-methoxytrityl-L-cysteine (177582-21-7)

Guidance literature:

In N,N-dimethyl-formamide; for 3h;

upstream raw materials:

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

mono-4-methoxytrityl chloride

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine

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

Downstream raw materials:

trityl-Gly-Cys(palmitoyl)-Met-Gly-Leu-Pro-Cys(farnesyl)

C₄₇H₆₈N₁₆O₁₃S₂

cholest-5-en-3-yl (2R)-2-amino-3-{[(4-methoxyphenyl)(diphenyl)methyl]sulfanyl}propanoate

C₉₈H₁₃₈N₂O₈S