1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

Base Information

Chemical Name:1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone
CAS No.:159327-91-0
Molecular Formula:C₂₉H₃₈O₆
Molecular Weight:482.617
Hs Code.:

Synonyms:1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

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Chemical Property of 1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

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Technology Process of 1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

There total 4 articles about 1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone 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: 100.0%

: 159327-90-9
1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

: 159327-91-0
1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 2h;
DOI:10.1021/ja00099a081

Reference yield:

: 131311-18-7
(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-carbaldehyde

: 159327-91-0
1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / tetrahydrofuran / 1 h / 0 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CHCl₂, -78 deg C, 2.) CH₂Cl₂, 1 h

3: 100 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja00099a081

Reference yield:

: 131311-17-6
[(2R,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-methanol

: 159327-91-0
1-[(2S,3S,4aR,6S,7R,8aS)-7-Benzyloxy-6-(2-benzyloxy-ethyl)-3-hydroxy-2,6,8a-trimethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CHCl₂, -78 deg C, 2.) CH₂Cl₂, 1 h

2: 96 percent / tetrahydrofuran / 1 h / 0 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CHCl₂, -78 deg C, 2.) CH₂Cl₂, 1 h

4: 100 percent / TBAF / tetrahydrofuran / 2 h / 25 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja00099a081