Fmoc-Cys(3-(Boc-amino)-propyl)-OH

Base Information

• Chemical Name: Fmoc-Cys(3-(Boc-amino)-propyl)-OH
• CAS No.: 173963-91-2
• Molecular Formula: C₂₆H₃₂N₂O₆S
• Molecular Weight: 500.616
• DSSTox Substance ID: DTXSID00593361
• Nikkaji Number: J737.787H
• Mol file: 173963-91-2.mol

Synonyms:Fmoc-Cys(3-(Boc-amino)-propyl)-OH;173963-91-2;Fmoc-S-Boc-3-aminopropyl-L-cysteine;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylsulfanyl]propanoic acid;11-Oxa-5-thia-2,9-diazatridecanoic acid, 3-carboxy-12,12-dimethyl-10-oxo-, 1-(9H-fluoren-9-ylmethyl) ester, (3R)-;Fmoc-L-Cys(Boc-3-aminopropyl)-OH;SCHEMBL5416534;DTXSID00593361;MFCD01318742;AKOS027320913;FD21308;(2R)-3-({3-[(tert-butoxycarbonyl)amino]propyl}sulfanyl)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid;AS-49031;CS-0187429;N-Fmoc-S-[3-(Boc-amino)propyl]-L-cysteine;J-010953;S-{3-[(tert-Butoxycarbonyl)amino]propyl}-N-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-cysteine;11-Oxa-5-thia-2,9-diazatridecanoicacid,3-carboxy-12,12-dimethyl-10-oxo-,1-(9H-fluoren-9-ylmethyl)ester,(3R)-

Chemical Property of Fmoc-Cys(3-(Boc-amino)-propyl)-OH

Chemical Property:

• PSA: 139.26000
• LogP: 5.40810
• Storage Temp.: -15°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 500.19810792
• Heavy Atom Count: 35
• Complexity: 705

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-Cys(3-(Boc-amino)-propyl)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCSCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCSC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: This unusal amino acid derivative, Fmoc-Cys(3-(Boc-amino)-propyl)-OH can be used as lysine or arginine mimetic.

Technology Process of Fmoc-Cys(3-(Boc-amino)-propyl)-OH

There total 3 articles about Fmoc-Cys(3-(Boc-amino)-propyl)-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-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (R)-2-Amino-3-(3-tert-butoxycarbonylamino-propylsulfanyl)-propionic acid → S-(Nω-Boc-3-aminopropyl)-Nα-Fmoc-L-cysteine (173963-91-2)

Guidance literature:

With sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; methanol; for 16h; Yield given;

DOI:10.1021/jm950112e

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → S-(Nω-Boc-3-aminopropyl)-Nα-Fmoc-L-cysteine (173963-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / diisopropylethylamine / acetonitrile / 3 h

2: 1.) NaOMe / 1.) MeOH, 10 min, 2.) MeOH, 5 h

3: NaHCO₃, acetic acid (pH 11) / methanol; tetrahydrofuran / 16 h

With sodium methylate; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm950112e

Reference yield:

3-bromopropylamine tert-butylcarbamate (83948-53-2) → S-(Nω-Boc-3-aminopropyl)-Nα-Fmoc-L-cysteine (173963-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOMe / 1.) MeOH, 10 min, 2.) MeOH, 5 h

2: NaHCO₃, acetic acid (pH 11) / methanol; tetrahydrofuran / 16 h

With sodium methylate; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1021/jm950112e

upstream raw materials:

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

di-tert-butyl dicarbonate

3-bromopropylamine tert-butylcarbamate

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