(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol

Base Information

• Chemical Name: (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol
• CAS No.: 169137-60-4
• Molecular Formula: C₁₆H₂₈O₃Si
• Molecular Weight: 296.482

Synonyms:(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol

Chemical Property of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol

Chemical Property:

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Technology Process of (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol

There total 1 articles about (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol 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:

S-phenyl (2S,3R)-3-tert-butyldimethylsiloxy-2-methoxy-3-phenylpropanethioate (169137-58-0) → (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol (169137-60-4)

Guidance literature:

With sodium tetrahydroborate; In isopropyl alcohol; for 14h; Ambient temperature;

Reference yield: 86.0%

(S)-Methyl mandelate (21210-43-5) + (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol (169137-60-4) → (2R,3S)-3-(tert-butyldimethylsiloxy)-2-methoxy-3-phenylpropyl (S)-methoxy(phenyl)acetate

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-3-phenyl-propan-1-ol (169137-60-4) → (1S,2R)-2-methoxy-1-phenyl-1,3-propanediol (1035203-42-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;

upstream raw materials:

S-phenyl (2S,3R)-3-tert-butyldimethylsiloxy-2-methoxy-3-phenylpropanethioate

Downstream raw materials:

(1S,2R)-2-methoxy-1-phenyl-1,3-propanediol

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