Fmoc-Cys(pMeOBzl)-OH

Base Information

• Chemical Name: Fmoc-Cys(pMeOBzl)-OH
• CAS No.: 141892-41-3
• Molecular Formula: C₂₆H₂₅NO₅S
• Molecular Weight: 463.554
• Hs Code.: 29224999
• DSSTox Substance ID: DTXSID80459673
• Wikidata: Q72478580
• ChEMBL ID: CHEMBL4638192
• Mol file: 141892-41-3.mol

Synonyms:Fmoc-Cys(pMeOBzl)-OH;141892-41-3;Fmoc-S-p-methoxybenzyl-L-cysteine;Fmoc-Cys(pMeBzl)-OH;FMOC-CYS(4-MEOBZL)-OH;FMOC-S-4-METHOXYBENZYL-L-CYSTEINE;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)methylsulfanyl]propanoic acid;N-Fmoc-S-(4-methoxybenzyl)-L-cysteine;Fmoc-Cys(MeOBzl)-OH;SCHEMBL1738379;CHEMBL4638192;DTXSID80459673;MFCD00065635;AKOS015897528;AKOS015924176;AC-8589;AM81670;CS-W013834;FD21249;HY-W013118;2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(4-methoxyphenyl)methylsulfanyl]propanoic Acid;DS-15027;M03357;A807826;J-007565;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-(4-methoxybenzyl)-L-cysteine;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-methoxybenzylthio)propanoic acid;L-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-;N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-(4-methoxybenZyl)-L-cysteine (Fmoc-L-Cys(Mob)-OH)

Chemical Property of Fmoc-Cys(pMeOBzl)-OH

Chemical Property:

• Vapor Pressure: 5.82E-20mmHg at 25°C
• Melting Point: 140 °C
• Refractive Index: 1.632
• Boiling Point: 689.5 °C at 760 mmHg
• PKA: 3.45±0.10(Predicted)
• Flash Point: 370.8 °C
• PSA: 110.16000
• Density: 1.295 g/cm³
• LogP: 5.31120
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 463.14534407
• Heavy Atom Count: 33
• Complexity: 631

Purity/Quality:

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

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

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CSCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: COC1=CC=C(C=C1)CSC[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-Cys(pMeOBzl)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Fmoc-Cys(pMeOBzl)-OH

There total 3 articles about Fmoc-Cys(pMeOBzl)-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:

N,N'-bis[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cystine (135273-01-7) → Fmoc-L-Cys(PMB)-OH (141892-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; hydrogenchloride / water; ethyl acetate

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; zinc; In dichloromethane; water; ethyl acetate;

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → Fmoc-L-Cys(PMB)-OH (141892-41-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: zinc; hydrogenchloride / water; ethyl acetate

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h

With hydrogenchloride; sodium carbonate; N-ethyl-N,N-diisopropylamine; zinc; In dichloromethane; water; ethyl acetate; acetone;

Reference yield:

Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) + p-methoxybenzyl chloride (824-94-2) → Fmoc-L-Cys(PMB)-OH (141892-41-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h;

upstream raw materials:

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

p-methoxybenzyl chloride

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

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

Downstream raw materials:

N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-((3-nitropyridin-2-yl)thio)-L-cysteine

H-Gly-L-Cys-Phe-NH₂

Refernces