methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

Base Information

Chemical Name:methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate
CAS No.:940951-03-1
Molecular Formula:C₃₁H₃₂N₂O₅S
Molecular Weight:544.671
Hs Code.:

Synonyms:methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

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Chemical Property of methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

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Technology Process of methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

There total 4 articles about methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate 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: 79.0%

: 1128085-78-8
methyl N-(tert-butoxycarbonyl)-S-trityl-L-cysteinyl-L-serinate

: 940951-03-1
methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

Guidance literature:: methyl N-(tert-butoxycarbonyl)-S-trityl-L-cysteinyl-L-serinate; With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - -20 ℃; for 0.5h; Inert atmosphere;

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 8h; Inert atmosphere;
DOI:10.1021/jacs.8b11852

Reference yield: 62.0%

: 940950-95-8
2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-((triphenylmethyl)thio)ethyl]-2-(4S)-oxazolinemethyl ester

: 940951-03-1
methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

Guidance literature:: 2-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-((triphenylmethyl)thio)ethyl]-2-(4S)-oxazolinemethyl ester; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -10 ℃; for 0.166667h; Inert atmosphere;

With Bromotrichloromethane; In dichloromethane; at -10 - 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201300160

Reference yield:

: 940950-89-0
methyl (2S,2'R)-2-azido-3-(N-Boc-S-trityl-cysteinyloxy)propionate

: 940951-03-1
methyl (R)-2-(1-((tert-butoxycarbonyl)amino)-2-(tritylthio)ethyl)oxazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / tetrahydrofuran / 6.25 h / -20 - 40 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / -10 °C / Inert atmosphere

2.2: -10 - 20 °C / Inert atmosphere

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1.1: |Aza-Wittig Reaction;
DOI:10.1002/ejoc.201300160