{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

Base Information

Chemical Name:{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol
CAS No.:468729-97-7
Molecular Formula:C₂₃H₄₀O₅Si
Molecular Weight:424.653
Hs Code.:

Synonyms:{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

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Chemical Property of {(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

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Technology Process of {(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

There total 5 articles about {(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol 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: 90.0%

: 468729-96-6
(E)-(4R,5S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-4,6-dimethyl-hept-2-en-1-ol

: 468729-97-7
{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate; In dichloromethane;
DOI:10.1016/S0040-4039(02)00993-0

Reference yield:

: 104701-87-3
(2S)-3-(tert-butyl-dimethyl-silyloxy)-2-methyl-propanal

: 468729-97-7
{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / tris(pentafluorophenyl)borane; isopropyl alcohol / diethyl ether / 6 h

2: 65 percent / BF₃*Et₂O

3: 92 percent / Dibal-H / CH₂Cl₂

4: 90 percent / (-)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate; diisobutylaluminium hydride; (-)-diethyl tartrate; isopropyl alcohol; In diethyl ether; dichloromethane; 1: Mukaiyama aldol reaction / 4: Sharpless epoxidation;
DOI:10.1016/S0040-4039(02)00993-0

Reference yield:

: 172821-21-5
tert-butyl(((1Z,3Z)-1-methoxypenta-1,3-dien-1-yl)oxy)dimethylsilane

: 468729-97-7
{(2R,3R)-3-[(1S,2R,3S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-1,3-dimethyl-butyl]-oxiranyl}-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / tris(pentafluorophenyl)borane; isopropyl alcohol / diethyl ether / 6 h

2: 65 percent / BF₃*Et₂O

3: 92 percent / Dibal-H / CH₂Cl₂

4: 90 percent / (-)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate; diisobutylaluminium hydride; (-)-diethyl tartrate; isopropyl alcohol; In diethyl ether; dichloromethane; 1: Mukaiyama aldol reaction / 4: Sharpless epoxidation;
DOI:10.1016/S0040-4039(02)00993-0