tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane
CAS No.:855282-51-8
Molecular Formula:C₃₀H₄₆O₆Si
Molecular Weight:530.777
Hs Code.:

Synonyms:tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

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Chemical Property of tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

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Technology Process of tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

There total 7 articles about tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane 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: 98.0%

: 855282-04-1
(4S,5R,6R)-5,6-bis(methoxymethoxy)-3,3-dimethyl-7-[(1,1-dimethylethyl)diphenylsilyl]oxy-4-hydroxy-1-heptene

: 74-88-4
methyl iodide

: 855282-51-8
tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

Guidance literature:: With sodium hydride; In tetrahydrofuran;
DOI:10.1021/ja050728l

Reference yield:

: 166734-76-5
(2R,3R)-2,3-bis(methoxymethoxy)butane-1,4-diol

: 855282-51-8
tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / n-BuLi / tetrahydrofuran / 4 h / 0 - 20 °C

2: 90 percent / oxalyl chloride; triethylamine; dimethylsulfoxide / CH₂Cl₂ / -78 - 20 °C

3: 90 percent / ZnBr₂ / CH₂Cl₂ / 8 h / -78 - 0 °C

4: 98 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C

With n-butyllithium; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc dibromide; In tetrahydrofuran; dichloromethane; 2: Swern oxidation;
DOI:10.1021/jo0615145

Reference yield:

: 159593-22-3
diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate

: 855282-51-8
tert-Butyl-((2R,3R,4S)-4-methoxy-2,3-bis-methoxymethoxy-5,5-dimethyl-hept-6-enyloxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / LiAlH₄ / diethyl ether / 2 h / Heating

2: 100 percent / n-BuLi / tetrahydrofuran / 4 h / 0 - 20 °C

3: 90 percent / oxalyl chloride; triethylamine; dimethylsulfoxide / CH₂Cl₂ / -78 - 20 °C

4: 90 percent / ZnBr₂ / CH₂Cl₂ / 8 h / -78 - 0 °C

5: 98 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; zinc dibromide; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Swern oxidation;
DOI:10.1021/jo0615145