(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Base Information

Chemical Name:(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol
CAS No.:192122-64-8
Molecular Formula:C₂₆H₃₆O₄Si
Molecular Weight:440.655
Hs Code.:

Synonyms:(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

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Chemical Property of (2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

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Technology Process of (2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

There total 3 articles about (2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-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: 72.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: (2S,3R,4aR,8aR)-2-(2-Hydroxy-ethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

: 192122-64-8
(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jo9619241

Reference yield:

: Benzoic acid (Z)-(R)-1-((2R,3R)-3-hydroxy-tetrahydro-pyran-2-ylmethyl)-3-methoxycarbonyl-allyl ester

: 192122-64-8
(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / NaH / tetrahydrofuran / 4 h / -78 °C

2: LiAlH₄ / diethyl ether

3: 72 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo9619241

Reference yield:

: 192122-62-6
Benzoic acid (2S,3R,4aR,8aR)-2-methoxycarbonylmethyl-octahydro-pyrano[3,2-b]pyran-3-yl ester

: 192122-64-8
(2S,3R,4aR,8aR)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: 72 percent / imidazole / CH₂Cl₂ / 1 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1021/jo9619241