2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

Base Information

Chemical Name:2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane
CAS No.:126789-06-8
Molecular Formula:C₃₁H₆₆O₄S₂Si₂
Molecular Weight:623.166
Hs Code.:

Synonyms:2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

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Chemical Property of 2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

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Technology Process of 2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

There total 1 articles about 2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane 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: 97.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 118949-46-5
(2R,4S,5R,6S,8R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-[1,3]dithian-2-yl-4,6-dimethoxy-2-methyl-nonan-1-ol

: 126789-06-8
2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/ja00164a023

Reference yield:

: 126789-06-8
2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

: 126789-39-7
(2S,3R,4R,6S,7R,8S,10R)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-6,8-dimethoxy-2-(4-methoxy-benzyloxy)-4,10-dimethyl-11-triisopropylsilanyloxy-undecanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / AgNO₃, N-chlorosuccinimide, 2,6-lutidine / tetrahydrofuran / 0.5 h / 20 °C

2: 98 percent / glyoxilic acid monohydrate, glacial acetic acid / CH₂Cl₂ / 1.5 h / Heating

3: 1.) triethylamine, n-Bu₂BOTf / 1.) toluene, -50 deg C, 1.5 h, 2.) -30 deg C, 3 h

4: 96 percent Spectr_. / 30percent aq. H₂O₂, LiOH*H₂O / tetrahydrofuran / 0.67 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; N-chloro-succinimide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; silver nitrate; acetic acid; triethylamine; 2,2-dihydroxyacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00164a023

Reference yield:

: 126789-06-8
2-[(1R,3S,4R,5S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-1,7-dimethyl-8-triisopropylsilanyloxy-octyl]-[1,3]dithiane

: 126789-40-0
(2S,3R,4R,6S,7R,8S,10R) 2-(p-Methoxybenzyloxy)-3-triethylsilyloxy-4,10-dimethyl-6,8-dimethoxy-7-t-butyldimethylsilyloxy-11-triisopropylsilyloxyundecanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / AgNO₃, N-chlorosuccinimide, 2,6-lutidine / tetrahydrofuran / 0.5 h / 20 °C

2: 98 percent / glyoxilic acid monohydrate, glacial acetic acid / CH₂Cl₂ / 1.5 h / Heating

3: 1.) triethylamine, n-Bu₂BOTf / 1.) toluene, -50 deg C, 1.5 h, 2.) -30 deg C, 3 h

4: 96 percent Spectr_. / 30percent aq. H₂O₂, LiOH*H₂O / tetrahydrofuran / 0.67 h / 0 °C

5: 87 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; lithium hydroxide; N-chloro-succinimide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; silver nitrate; acetic acid; triethylamine; 2,2-dihydroxyacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00164a023