tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

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Chemical Name:tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane
CAS No.:226079-75-0
Molecular Formula:C₃₃H₄₂O₅Si
Molecular Weight:546.779
Hs Code.:

Synonyms:tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

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Technology Process of tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

There total 7 articles about tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-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: 100.0%

: 59276-33-4
veratraldehyde dimethyl acetal

: 214060-16-9
(3R,4S,5R)-6-(tert-butyldiphenylsilyloxy)-4-hydroxy-3-hydroxymethyl-5-methyl-1-hexene

: 226079-75-0
tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 0.25h; Ambient temperature;
DOI:10.1248/cpb.47.308

Reference yield:

: 127665-68-3
(4S)-5-(tert-butyldiphenylsilyloxy)-4-methyl-2-penten-1-ol

: 226079-75-0
tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / titanium tetraisopropoxide, diethyl L-(+)-tartrate, 4 Angstroem molecular sieves, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 23 h / -25 °C

2: 1.) CuCN / 1.) THF, Et₂O, -30 deg C, 30 min, 2.) THF, Et₂O, a) from -35 deg C to RT, 2 h, b) RT, 12 h

3: 100 percent / dl-camphorsulfonic acid / CH₂Cl₂ / 0.25 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; camphor-10-sulfonic acid; In 2,2,4-trimethylpentane; dichloromethane;
DOI:10.1248/cpb.47.308

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 226079-75-0
tert-Butyl-{(R)-2-[(4S,5R)-2-(3,4-dimethoxy-phenyl)-5-vinyl-[1,3]dioxan-4-yl]-propoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / benzene / 17 h / Ambient temperature

2: 91 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.5 h / -78 - -60 °C

3: 98 percent / titanium tetraisopropoxide, diethyl L-(+)-tartrate, 4 Angstroem molecular sieves, tert-butylhydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 23 h / -25 °C

4: 1.) CuCN / 1.) THF, Et₂O, -30 deg C, 30 min, 2.) THF, Et₂O, a) from -35 deg C to RT, 2 h, b) RT, 12 h

5: 100 percent / dl-camphorsulfonic acid / CH₂Cl₂ / 0.25 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; camphor-10-sulfonic acid; diisobutylaluminium hydride; In 2,2,4-trimethylpentane; hexane; dichloromethane; benzene;
DOI:10.1248/cpb.47.308