Boc-S-4-methoxybenzyl-D-cysteine

Base Information

• Chemical Name: Boc-S-4-methoxybenzyl-D-cysteine
• CAS No.: 58290-35-0
• Molecular Formula: C₁₆H₂₃NO₅S
• Molecular Weight: 341.428
• DSSTox Substance ID: DTXSID101152879
• Mol file: 58290-35-0.mol

Synonyms:N-(tert-butoxycarbonyl)-S-(4-methoxybenzyl)-D-cysteine;D-cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-;Boc-Cys(pMeOBzl)-OH; Boc-Cys(Mob)-OH;Boc-S-(4-methoxybenzyl)-D-cysteine;

Chemical Property of Boc-S-4-methoxybenzyl-D-cysteine

Chemical Property:

• Boiling Point: 514 °C at 760 mmHg
• Flash Point: 264.7 °C
• PSA: 110.16000
• Density: 1.205 g/cm³
• LogP: 3.29720
• Storage Temp.: Store at RT.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 341.12969401
• Heavy Atom Count: 23
• Complexity: 388

Purity/Quality:

99% ^*data from raw suppliers

Boc-S-4-Methoxybenzyl-D-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CSCC1=CC=C(C=C1)OC)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CSCC1=CC=C(C=C1)OC)C(=O)O

Technology Process of Boc-S-4-methoxybenzyl-D-cysteine

There total 10 articles about Boc-S-4-methoxybenzyl-D-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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + ammonium chloride salt of S-p-methoxybenzyl-(2R)-cysteine (76614-97-6) → N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine (18942-46-6,58290-35-0)

Guidance literature:

di-tert-butyl dicarbonate; ammonium chloride salt of S-p-methoxybenzyl-(2R)-cysteine; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 2h;

With hydrogenchloride; In water; at 0 ℃; pH=3;

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + S-(4-methoxybenzyl)-L-cysteine (2544-31-2) → N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine (18942-46-6,58290-35-0)

Guidance literature:

di-tert-butyl dicarbonate; S-(4-methoxybenzyl)-L-cysteine; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 2h;

With hydrogenchloride; In water; at 0 ℃; pH=3;

Reference yield: 85.0%

→ N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine (18942-46-6,58290-35-0)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; for 10h; Heating;

DOI:10.1016/S0040-4020(98)00805-9

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

S-(4-methoxybenzyl)-L-cysteine

di-tert-butyl dicarbonate

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Downstream raw materials:

Boc-D-Cys(MBzl)-L-Glu-OBzl(Gly-OBzl)

Boc-Cys(PMB)-OTcp

Boc-L-Cys(MBzl)-D-Cys(MBzl)-L-Glu-OBzl(Gly-OBzl)

Boc-L-Cys(MBzl)-L-Glu-OBzl(Gly-OBzl)

Refernces

• 1、 Bhuyan, Bhaskar J.,Mugesh, Govindasamy. "Synthesis, characterization and antioxidant activity of angiotensin converting enzyme inhibitors". . p. 1356 - 1365. Retrieved 2011/04/23.
• 2、 -. "GLUCOKINASE ACTIVATORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE INGREDIENT". Page/Page column 24. . Retrieved 2010/11/03.