(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

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Chemical Name:(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane
CAS No.:274693-91-3
Molecular Formula:C₃₀H₅₆O₄Si₂
Molecular Weight:536.943
Hs Code.:

Synonyms:(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

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Chemical Property of (2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

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Technology Process of (2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

There total 4 articles about (2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane 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: 73.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 274693-90-2
[(2R,3R)-3-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-methyl-oxiranyl]-methanol

: 274693-91-3
(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

Guidance literature:: With dmap; TEA; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1016/S0040-4039(00)00208-2

Reference yield:

: 274693-87-7
(E)-(S)-1-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hept-5-en-3-ol

: 274693-91-3
(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

Guidance literature:: Multi-step reaction with 4 steps

1: TEA / CH₂Cl₂ / 0.17 h / 0 °C

2: 87 percent / HF-Pyr; pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

3: Ti(O-i-Pr)4; D-(-)-DET; TBHP / CH₂Cl₂ / 7 h / -20 °C

4: 73 percent / DMAP; TEA / CH₂Cl₂ / 4 h / 0 - 20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; TEA; hydrogen fluoride; In tetrahydrofuran; dichloromethane; 1: Etherification / 2: Hydrolysis / 3: Epoxidation / 4: Etherification;
DOI:10.1016/S0040-4039(00)00208-2

Reference yield:

: 274693-89-9
(E)-(S)-7-Benzyloxy-3-methyl-5-triisopropylsilanyloxy-hept-2-en-1-ol

: 274693-91-3
(2R,3R)-2-((R)-4-Benzyloxy-2-triisopropylsilanyloxy-butyl)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-oxirane

Guidance literature:: Multi-step reaction with 2 steps

1: Ti(O-i-Pr)4; D-(-)-DET; TBHP / CH₂Cl₂ / 7 h / -20 °C

2: 73 percent / DMAP; TEA / CH₂Cl₂ / 4 h / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl (2S,3S)-tartrate; TEA; In dichloromethane; 1: Epoxidation / 2: Etherification;
DOI:10.1016/S0040-4039(00)00208-2