L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-

Base Information

• Chemical Name: L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-
• CAS No.: 18942-46-6
• Deprecated CAS: 111155-41-0,62526-70-9,69585-62-2,78046-14-7
• Molecular Formula: C16H23NO5S
• Molecular Weight: 341.428
• Hs Code.: 2930 90 16
• European Community (EC) Number: 242-695-5
• DSSTox Substance ID: DTXSID70884556
• Nikkaji Number: J224.809C
• Wikidata: Q72449859
• Mol file: 18942-46-6.mol

Synonyms:18942-46-6;Boc-Cys(pMeOBzl)-OH;Boc-Cys(4-Meobzl)-Oh;Boc-Cys(Mob)-OH;Boc-L-Cys(4-MeOBzl)-OH;boc-s-p-methoxybenzyl-l-cysteine;L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-;Boc-L-Cysteine(4-methoxybenzyl);EINECS 242-695-5;NSC 334312;Boc-S-(4-methoxybenzyl)-L-cysteine;N-tert-Butoxycarbonyl-S-p-methoxybenzyl-L-cysteine;N-(tert-Butoxycarbonyl)-S-(p-methoxybenzyl)-L-cysteine;L-Cysteine, N-((1,1-dimethylethoxy)carbonyl)-S-((4-methoxyphenyl)methyl)-;N-((1,1-Dimethylethoxy)carbonyl)-S-((4-methoxyphenyl)methyl)-L-cysteine;Boc-S-4-methoxybenzyl-L-cysteine;(R)-2-((tert-Butoxycarbonyl)amino)-3-((4-methoxybenzyl)thio)propanoic acid;n-(tert-butoxycarbonyl)-s-(4-methoxybenzyl)-l-cysteine;Boc-Cys(MeOBzl)-OH;Boc-Cys(p-MeOBzl)-OH;SCHEMBL1278177;DTXSID70884556;C16-H23-N-O5-S;Boc-S-(4-Methoxybenzyl)-L-Cys-OH;MFCD00038254;(R)-2-(tert-butoxycarbonylamino)-3-(4-methoxybenzylthio)propanoic acid;AKOS015897538;AKOS015924166;CS-W013918;FD21256;N-t-boc-S-(p-methoxybenzyl)-l-cysteine;AS-49012;M03275;N-(t-butoxycarbonyl)-S-p-methoxybenzyl-l-cysteine;W-107748;N-alpha-t-Butyloxycarbonyl-S-(4-methoxy-benzyl)-L-cysteine;(R)-2-t-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propionic acid

Chemical Property of L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.17E-11mmHg at 25°C
• Melting Point: 127～130℃
• Refractive Index: 1.546
• Boiling Point: 514 °C at 760 mmHg
• PKA: 3.57±0.10(Predicted)
• Flash Point: 264.7 °C
• PSA: 110.16000
• Density: 1.205 g/cm³
• LogP: 3.29720
• Storage Temp.: 2-8°C
• 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-Cys(4-MeOBzl)-OH Novabiochem? ^*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
• Uses: Boc-Cys(Mob)-OH, is a Cystine derivative, used in various chemical synthesis and peptide chemistry.

Technology Process of L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]-

There total 10 articles about L-Cysteine, N-[(1,1-dimethylethoxy)carbonyl]-S-[(4-methoxyphenyl)methyl]- 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:

[(R)-3-diazo-1-(4-methoxy-benzylsulfanylmethyl)-2-oxo-propyl]-carbamic acid tert-butyl ester

C₂₂H₃₂N₂O₆S

BACTENECIN

[(R)-2-((S)-2-Carbamoyl-pyrrolidin-1-yl)-1-(4-methoxy-benzylsulfanylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Ali,A.,Weinstein,B.. "-". . p. 3022 - 3026. Retrieved 1971.
• 2、 Bhuyan, Bhaskar J.,Mugesh, Govindasamy. "Synthesis, characterization and antioxidant activity of angiotensin converting enzyme inhibitors". . p. 1356 - 1365. Retrieved 2011/04/23.
• 3、 -. "GLUCOKINASE ACTIVATORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE INGREDIENT". Page/Page column 24. . Retrieved 2010/11/03.