(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

Base Information

• Chemical Name: (2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one
• CAS No.: 181208-08-2
• Molecular Formula: C₂₅H₃₂O₄Si
• Molecular Weight: 424.612

Synonyms:(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

Chemical Property of (2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

Chemical Property:

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Technology Process of (2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

There total 1 articles about (2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one 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: 80.0%

(2R,3S)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran (181208-05-9) → (2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one (181208-08-2)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; at 55 ℃; for 6h;

DOI:10.1021/ja961454s

Reference yield: 76.0%

(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one (181208-08-2) + diazomethyl-trimethyl-silane (18107-18-1) → (4aS,6R,9aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-1,5-dioxa-benzocyclohepten-7-one (196795-17-2)

Guidance literature:

With boron trifluoride diethyl etherate; at -78 ℃;

DOI:10.1016/S0040-4039(99)01665-2

Reference yield:

(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one (181208-08-2) → (2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol (181208-11-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/ja961454s

upstream raw materials:

(2R,3S)-2-[(2R,3S)-2-Benzenesulfonyl-3-(tert-butyl-diphenyl-silanyloxymethyl)-oxiranylmethyl]-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran

Downstream raw materials:

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

(4aS,6R,9aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-1,5-dioxa-benzocyclohepten-7-one

(4aS,6R,7S,9aR)-6-[(2R,3S)-3-(tert-butyldiphenylsilyloxymethyl)-3-methyl-2-(toluene-4-sulfonyl)oxiran-2-ylmethyl]-7-methyl-7-(trimethylsilyloxy)octahydro-1,5-dioxabenzocycloheptene

(2R,3S,4aR,5aS,9aR,11aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-1,5,9-trioxa-dibenzo[a,d]cyclohepten-3-ol

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