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

Base Information

Chemical Name:2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester
CAS No.:1027590-50-6
Molecular Formula:C₂₂H₂₉NO₇S
Molecular Weight:451.541
Hs Code.:

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

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

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

There total 9 articles about 2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester 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:

: 7205-91-6
phenylthiomethyl chloride

: 1027590-50-6
2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 98 percent / TFA / CH₂Cl₂ / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 2 h, 2.) r.t., 16 h

With dmap; N-chloro-succinimide; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrabutylammomium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00073a040

Reference yield:

: 61172-70-1
dimethyl 2-(tert-butoxycarbonylamino)malonate

: 1027590-50-6
2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 98 percent / TFA / CH₂Cl₂ / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 2 h, 2.) r.t., 16 h

With dmap; N-chloro-succinimide; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrabutylammomium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00073a040

Reference yield:

: 136546-79-7
<4S,3(2R)>-4-benzyl-3-<4-(tert-butoxycarbonyl)-2-methylbutanoyl>-2-oxazolidinone

: 1027590-50-6
2-((R)-3-tert-Butoxycarbonyl-1-methyl-propyl)-5-phenylsulfanyl-oxazole-4,4-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / aq. LiOH, 30percent H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

2: Et₃N / tetrahydrofuran / 3 h / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / Ambient temperature

4: 1.) NCS, 2.) EtN(i-Pr)2 / 1.) DMF, r.t., 2 h, 2.) r.t., 16 h

With dmap; lithium hydroxide; N-chloro-succinimide; dihydrogen peroxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00073a040