(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

Base Information

Chemical Name:(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol
CAS No.:468730-00-9
Molecular Formula:C₂₄H₄₂O₅Si
Molecular Weight:438.68
Hs Code.:

Synonyms:(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

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Chemical Property of (S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

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Technology Process of (S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

There total 7 articles about (S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol 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: 85.0%

: 468729-98-8
(2S,3S,4R,5R,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-1,3-diol

: 468730-00-9
(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: With MS 4 Angstroem; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1016/S0040-4039(02)00993-0

Reference yield:

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

: 468730-00-9
(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 6 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

5: 95 percent / CuCN / tetrahydrofuran

6: 85 percent / DDQ; MS 4 Angstroem

With titanium(IV) isopropylate; tert.-butylhydroperoxide; MS 4 Angstroem; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate; diisobutylaluminium hydride; (-)-diethyl tartrate; isopropyl alcohol; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 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

: 468730-00-9
(S)-2-[(2S,4S,5R,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 6 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

5: 95 percent / CuCN / tetrahydrofuran

6: 85 percent / DDQ; MS 4 Angstroem

With titanium(IV) isopropylate; tert.-butylhydroperoxide; MS 4 Angstroem; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate; diisobutylaluminium hydride; (-)-diethyl tartrate; isopropyl alcohol; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Mukaiyama aldol reaction / 4: Sharpless epoxidation;
DOI:10.1016/S0040-4039(02)00993-0