Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate

Base Information

• Chemical Name: Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate
• CAS No.: 153180-13-3
• Molecular Formula: C₁₇H₂₃NO₆S
• Molecular Weight: 369.439
• Mol file: 153180-13-3.mol

Synonyms:Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate

Chemical Property of Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate

There total 3 articles about Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate 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:

di-tert-butyl dicarbonate (24424-99-5) → Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate (153180-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃ / CH₂Cl₂

2: methanol / 16 h

3: NaOMe / TBAB / dimethylformamide / 16 h / Ambient temperature

With sodium methylate; sodium hydrogencarbonate; tetrabutylammomium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00073a040

Reference yield:

diethyl tert-butoxycarbonylaminomalonate (102831-44-7) → Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate (153180-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 16 h

2: NaOMe / TBAB / dimethylformamide / 16 h / Ambient temperature

With sodium methylate; tetrabutylammomium bromide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo00073a040

Reference yield:

phenylthiomethyl chloride (7205-91-6) + dimethyl 2-(tert-butoxycarbonylamino)malonate (61172-70-1) → Dimethyl <(tert-butoxycarbonyl)amino><(phenylthio)methyl>malonate (153180-13-3)

Guidance literature:

With sodium methylate; tetrabutylammomium bromide; In N,N-dimethyl-formamide; for 16h; Yield given; Ambient temperature;

DOI:10.1021/jo00073a040

upstream raw materials:

phenylthiomethyl chloride

dimethyl 2-(tert-butoxycarbonylamino)malonate

di-tert-butyl dicarbonate

diethyl tert-butoxycarbonylaminomalonate

Downstream raw materials:

N-<1'',1''-Bis(methoxycarbonyl)-2''-(phenylthio)ethyl>-2'-isopropyl-<2,4'-bioxazole>-4-carboxamide

2-(3-tert-Butoxycarbonylamino-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester

Dimethyl <<4-<(tert-butoxycarbonyl)amino>butyryl>amino><(phenylthio)methyl>malonate

2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester