(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester
CAS No.:334832-23-4
Molecular Formula:C₃₈H₄₅N₃O₈Si
Molecular Weight:699.876
Hs Code.:

(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Synonyms:(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

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Chemical Property of (S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

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Technology Process of (S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

There total 10 articles about (S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl 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:

: 140408-49-7
(S)-methyl 2-amino-3-((tert-butyldiphenylsilyl)oxy)propanoate

: 334832-22-3
(S)-5,2',2'-Trimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester

: 334832-23-4
(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Guidance literature:: With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 7h;
DOI:10.1246/cl.2001.102

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 334832-23-4
(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / KHCO₃ / dimethylformamide / 7 h / 0 - 20 °C

2: 100 percent / TsOH / acetone / 12 h / 20 °C

3: 100 percent / LiOH / H₂O; dioxane / 4 h / 0 - 20 °C

4: DCC; HOBt / dimethylformamide / 7 h / 0 - 20 °C

5: TBAF / tetrahydrofuran / 6 h / 20 °C

6: Jones reagent / acetone / 3 h / 0 - 20 °C

7: I₂; PPh₃; Et₃N / CHCl₃ / 0.5 h / 0 °C

8: LiOH / methanol

9: diphenylphosphoryl azide; Et₃N / dimethylformamide / 7 h / 0 - 20 °C

With lithium hydroxide; jones reagent; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; iodine; benzotriazol-1-ol; potassium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; acetone; 6: Jones oxidation;
DOI:10.1246/cl.2001.102

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 334832-23-4
(S)-4-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methoxycarbonyl-ethylcarbamoyl]-5,2',2'-trimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / TsOH / acetone / 12 h / 20 °C

2: 100 percent / LiOH / H₂O; dioxane / 4 h / 0 - 20 °C

3: DCC; HOBt / dimethylformamide / 7 h / 0 - 20 °C

4: TBAF / tetrahydrofuran / 6 h / 20 °C

5: Jones reagent / acetone / 3 h / 0 - 20 °C

6: I₂; PPh₃; Et₃N / CHCl₃ / 0.5 h / 0 °C

7: LiOH / methanol

8: diphenylphosphoryl azide; Et₃N / dimethylformamide / 7 h / 0 - 20 °C

With lithium hydroxide; jones reagent; diphenylphosphoranyl azide; tetrabutyl ammonium fluoride; iodine; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; acetone; 5: Jones oxidation;
DOI:10.1246/cl.2001.102