2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol

Base Information

• Chemical Name: 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol
• CAS No.: 187334-64-1
• Molecular Formula: C₂₉H₄₆O₄Si₂
• Molecular Weight: 514.853

Synonyms:2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol

Chemical Property of 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol

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Technology Process of 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol

There total 3 articles about 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol 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: 74.0%

[(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde (187334-63-0) → 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol (187334-64-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 7h; Ambient temperature;

DOI:10.1016/S0957-4166(96)00508-3

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol (187334-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / imidazole / CH₂Cl₂ / 15 h / Ambient temperature

2: 74 percent / NaBH₄ / methanol / 7 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(96)00508-3

Reference yield:

[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde (187334-62-9) → 2-[(2R,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-ethanol (187334-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / imidazole / CH₂Cl₂ / 15 h / Ambient temperature

2: 74 percent / NaBH₄ / methanol / 7 h / Ambient temperature

With 1H-imidazole; sodium tetrahydroborate; In methanol; dichloromethane;

DOI:10.1016/S0957-4166(96)00508-3

upstream raw materials:

[(2S,4R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde

tert-butyldimethylsilyl chloride

[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-tetrahydro-pyran-2-yl]-acetaldehyde

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