(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

Base Information

Chemical Name:(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol
CAS No.:131618-40-1
Molecular Formula:C₃₁H₆₀O₄Si₂
Molecular Weight:552.986
Hs Code.:

Synonyms:(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

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Technology Process of (5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

There total 5 articles about (5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol 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: 60.0%

: 131618-39-8
(5S,8S)-5,8-Bis<(tert-butyldimethylsilyl)oxy>-1,12-dodecanediol

: 100-39-0
benzyl bromide

: 131618-40-1
(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)94464-2

Reference yield:

: 2,5-bis(methylsulfonyloxy)-1,6-hexanediol

: 131618-40-1
(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

Guidance literature:: Multi-step reaction with 5 steps

1: 20percent KOH / methanol / 1 h / ice bath

2: 62 percent / CuI / tetrahydrofuran / 1.5 h / -15 °C

3: 91 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

4: 90 percent / H₂ / 10percent Pd/C / methanol / 5 h

5: 1.) NaH / 1.) DMSO, THF, r.t., 1 h, 2.) THF, 70-80 deg C, 1.5 h

With 1H-imidazole; potassium hydroxide; copper(l) iodide; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00004a011

Reference yield:

: 131618-31-0
(5S,8S)-1,12-Bis(benzyloxy)-5,8-dodecanediol

: 131618-40-1
(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

2: 90 percent / H₂ / 10percent Pd/C / methanol / 5 h

3: 1.) NaH / 1.) DMSO, THF, r.t., 1 h, 2.) THF, 70-80 deg C, 1.5 h

With 1H-imidazole; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00004a011