{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

Base Information

Chemical Name:{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane
CAS No.:107108-71-4
Molecular Formula:C₂₄H₄₀O₄SSi
Molecular Weight:452.731
Hs Code.:

Synonyms:{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

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Chemical Property of {(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

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Technology Process of {(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

There total 8 articles about {(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-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: 30.0%

: 62761-90-4
α,α-bis(trimethylsilyl)methylphenyl sulfide

: 107108-70-3
(2S,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-carbaldehyde

: 107108-71-4
{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

Guidance literature:: With n-butyllithium; In methanol; at -45 ℃;
DOI:10.1016/S0040-4020(01)90575-7

Reference yield:

: 69247-20-7,149279-18-5,23339-25-5
tert-butyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside

: 107108-71-4
{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd-C(5percent) / ethyl acetate / 12 h

2: Et₃N, H₂O / methanol / Ambient temperature

3: CH₂Cl₂ / 0 deg C, then room temp., overnight

4: 86 percent / CSA / CH₂Cl₂ / 1.5 h / Ambient temperature

5: 93 percent / KOH, H₂O / methanol / 1.75 h

6: 78 percent / dipyridinium chromate / CH₂Cl₂ / 0.17 h / Ambient temperature

7: 30 percent / n-BuLi / methanol / -45 °C

With potassium hydroxide; n-butyllithium; pyridinium dichromate; camphor-10-sulfonic acid; water; hydrogen; triethylamine; 5%-palladium/activated carbon; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(01)90575-7

Reference yield:

: 2873-29-2
D-glucal triacetate

: 107108-71-4
{(Z)-2-[(2R,3S,6R)-6-tert-Butoxy-3-(1-methoxy-1-methyl-ethoxy)-tetrahydro-pyran-2-yl]-1-phenylsulfanyl-vinyl}-trimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 97 percent / BF₃-Et₂O / 1.67 h / Ambient temperature

2: H₂ / Pd-C(5percent) / ethyl acetate / 12 h

3: Et₃N, H₂O / methanol / Ambient temperature

4: CH₂Cl₂ / 0 deg C, then room temp., overnight

5: 86 percent / CSA / CH₂Cl₂ / 1.5 h / Ambient temperature

6: 93 percent / KOH, H₂O / methanol / 1.75 h

7: 78 percent / dipyridinium chromate / CH₂Cl₂ / 0.17 h / Ambient temperature

8: 30 percent / n-BuLi / methanol / -45 °C

With potassium hydroxide; n-butyllithium; pyridinium dichromate; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; water; hydrogen; triethylamine; 5%-palladium/activated carbon; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4020(01)90575-7