(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

Base Information

Chemical Name:(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol
CAS No.:214827-31-3
Molecular Formula:C₅₂H₈₂O₉SSi₃
Molecular Weight:967.54
Hs Code.:

(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

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Chemical Property of (3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

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Technology Process of (3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

There total 1 articles about (3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-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:

: 77-76-9
2,2-dimethoxy-propane

: 4-[4-[4-benzenesulfonyl-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-butyl]-2-benzyloxymethoxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-hex-4-enyl]-2,2,5-trimethyl-[1,3]dioxolane

: 214827-31-3
(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

Guidance literature:: With hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium hydroxide - carbon; Yield given; Multistep reaction; 1.) 10 percent aq. CH₂Cl₂; 3.) EtOH; 4.) acetone;
DOI:10.1016/S0040-4039(98)01577-9

Reference yield:

: 214827-31-3
(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

: (4S,5S,7R,7aS)-5-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-5-methoxy-4-triethylsilanyloxy-7-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-4,5,7,7a-tetrahydro-furo[2,3-c]pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: TBSOTf, Me₂C(OMe)2, molecular sieves 4 Angstroem / CH₂Cl₂

2: TBAF / tetrahydrofuran

3: 94 percent / imidazole

4: 86 percent / 2,6-lutidine

5: TBAF, AcOH

6: 100 percent / TPAP, NMO, molecular sieves 4 Angstroem / CH₂Cl₂

With 1H-imidazole; 2,6-dimethylpyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; acetic acid; 2,2-dimethoxy-propane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01577-9

Reference yield:

: 214827-31-3
(3S,5S,6R)-2-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-[2-(tert-butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-6-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ol

: 214827-38-0
(2R,3S,5S,6S)-6-(2-Benzenesulfonyl-1,1-dimethyl-ethyl)-4-[2-hydroxy-eth-(E)-ylidene]-6-methoxy-5-triethylsilanyloxy-2-((4R,5R)-2,2,5-trimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: TBSOTf, Me₂C(OMe)2, molecular sieves 4 Angstroem / CH₂Cl₂

2: TBAF / tetrahydrofuran

3: 94 percent / imidazole

4: 86 percent / 2,6-lutidine

5: TBAF, AcOH

With 1H-imidazole; 2,6-dimethylpyridine; 4 A molecular sieve; t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; acetic acid; 2,2-dimethoxy-propane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)01577-9