(1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol

Base Information

• Chemical Name: (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol
• CAS No.: 237736-12-8
• Molecular Formula: C₂₆H₃₂O₄Si
• Molecular Weight: 436.623

Synonyms:(1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol

Chemical Property of (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol

There total 3 articles about (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol 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: 99.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (1S,2S)-1-(4-Methoxy-phenyl)-propane-1,2,3-triol (237736-21-9) → (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol (237736-12-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/S0040-4039(99)00712-1

Reference yield:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol (237736-12-8)

Guidance literature:

Multi-step reaction with 3 steps

1: AD-mix-α / 2-methyl-propan-2-ol; H2O / Ambient temperature

2: 66 percent / NaBH₄ / tetrahydrofuran / 0 °C

3: 99 percent / imidazole / dimethylformamide / 0 °C

With 1H-imidazole; sodium tetrahydroborate; AD-mix-α; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/S0040-4039(99)00712-1

Reference yield:

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate (182268-43-5) → (1S,2S)-3-(tert-Butyl-diphenyl-silanyloxy)-1-(4-methoxy-phenyl)-propane-1,2-diol (237736-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / NaBH₄ / tetrahydrofuran / 0 °C

2: 99 percent / imidazole / dimethylformamide / 0 °C

With 1H-imidazole; sodium tetrahydroborate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(99)00712-1

upstream raw materials:

tert-butylchlorodiphenylsilane

(1S,2S)-1-(4-Methoxy-phenyl)-propane-1,2,3-triol

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate

Downstream raw materials:

Carbonic acid (1S,2S)-3-(tert-butyl-diphenyl-silanyloxy)-2-ethoxycarbonyloxy-1-(4-methoxy-phenyl)-propyl ester ethyl ester

C₄₀H₄₀O₈Si

tert-Butyl-[(4S,5S)-5-(4-methoxy-phenyl)-2-oxo-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy]-diphenyl-silane

(2R,3R)-3-Azido-3-(4-methoxy-phenyl)-propane-1,2-diol

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