2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

Base Information

Chemical Name:2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane
CAS No.:186692-61-5
Molecular Formula:C₄₀H₅₈O₃S₂Si₂
Molecular Weight:707.202
Hs Code.:

Synonyms:2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

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Chemical Property of 2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

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Technology Process of 2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

There total 15 articles about 2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[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: 86.0%

: 4009-98-7
(methoxymethyl)triphenylphosphonium chloride

: 186692-60-4
(2R,3R,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-[1,3]dithian-2-yl-2,4,6-trimethyl-5-triphenylsilanyloxy-heptanal

: 186692-61-5
2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran;

Reference yield:

: 186692-74-0
(2S,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-[1,3]dithian-2-yl-2,4,6-trimethyl-5-triphenylsilanyloxy-heptan-1-ol

: 186692-61-5
2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

Guidance literature:: Multi-step reaction with 2 steps

1.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

1.2: 90 percent / Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C

With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Condensation / 1.2: Elimination / 2.1: Wittig reaction;
DOI:10.1021/ja971946k

Reference yield:

: 184297-54-9
(2S,3S,4R,5R)-1-Benzyloxy-6-[1,3]dithian-2-yl-2,4,6-trimethyl-5-triphenylsilanyloxy-heptan-3-ol

: 186692-61-5
2-[(E)-(2R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-1,1,3,5-tetramethyl-2-triphenylsilanyloxy-hept-6-enyl]-[1,3]dithiane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

2.1: 89 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 20 °C

3.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

3.2: 90 percent / Et₃N / CH₂Cl₂ / -78 - 0 °C

4.1: 2.83 g / tetrahydrofuran / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; 1.1: silylation / 2.1: Oxidation / 3.1: Condensation / 3.2: Elimination / 4.1: Wittig reaction;
DOI:10.1021/ja971946k