(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

Base Information

Chemical Name:(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate
CAS No.:932406-26-3
Molecular Formula:C₂₅H₃₂N₂O₆S
Molecular Weight:488.605
Hs Code.:

Synonyms:(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

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Chemical Property of (S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

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Technology Process of (S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

There total 5 articles about (S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate 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: 92.0%

: 932406-25-2
(S)-methyl 2-((S)-2-(4-(benzyloxy)phenyl)-1-(tert-butoxy-carbonylamino)ethyl)-4,5-dihydrooxazole-4-carboxylate

: 932406-26-3
(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

Guidance literature:: With hydrogen sulfide; triethylamine; In methanol; at 20 ℃;
DOI:10.1016/j.tetlet.2007.01.034

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 932406-26-3
(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 2.46 g / NaOH / H₂O; 2-methyl-propan-2-ol / 20 °C

2: 3.3 g / 1-hydroxybenzotriazole monohydrate; triethylamine; DCC / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 87 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 1 h / -78 °C

4: 92 percent / H₂S; Et₃N / methanol / 20 °C

With sodium hydroxide; diethylamino-sulfur trifluoride; hydrogen sulfide; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2007.01.034

Reference yield:

: 2130-96-3,54784-43-9
O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

: 932406-26-3
(S)-methyl 2-((S)-3-(4-(benzyloxy)phenyl)-2-(tert-butoxy-carbonylamino)propanethioamido)-3-hydroxypropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 3.3 g / 1-hydroxybenzotriazole monohydrate; triethylamine; DCC / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 87 percent / diethylaminosulfur trifluoride / CH₂Cl₂ / 1 h / -78 °C

3: 92 percent / H₂S; Et₃N / methanol / 20 °C

With diethylamino-sulfur trifluoride; hydrogen sulfide; 1-hydroxybenzotriazol-hydrate; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2007.01.034