tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane
• CAS No.: 891845-73-1
• Molecular Formula: C₃₀H₄₂O₃S₂Si
• Molecular Weight: 542.879

Synonyms:tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane

Chemical Property of tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane

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Technology Process of tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane

There total 2 articles about tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-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:

(S)-4-((Z)-3-Chloro-propenyl)-2,2-dimethyl-[1,3]dioxolane (947392-66-7) + tert-butyl-(2-[1,3]dithian-2-yl-ethoxy)-diphenyl-silane → tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane (891845-73-1)

Guidance literature:

tert-butyl-(2-[1,3]dithian-2-yl-ethoxy)-diphenyl-silane; With n-butyllithium; In tetrahydrofuran; at -30 ℃; for 2h;

(S)-4-((Z)-3-Chloro-propenyl)-2,2-dimethyl-[1,3]dioxolane; In tetrahydrofuran; at -30 - 0 ℃; for 1h;

DOI:10.1002/anie.200600295

Reference yield:

(2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol (80532-35-0) → tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane (891845-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-chlorosuccinimide; Me₂S / CH₂Cl₂ / 1 h / -40 - 0 °C

2.1: nBuLi / tetrahydrofuran / 2 h / -30 °C

2.2: tetrahydrofuran / 1 h / -30 - 0 °C

With N-chloro-succinimide; n-butyllithium; dimethylsulfide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200600295

Reference yield:

tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dithian-2-yl}-ethoxy)-diphenyl-silane (891845-73-1) + ethylene glycol (107-21-1) → tert-Butyl-(2-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dioxolan-2-yl}-ethoxy)-diphenyl-silane

Guidance literature:

With calcium carbonate; mercury dichloride; In acetonitrile; at 0 ℃; for 0.5h;

DOI:10.1002/anie.200600295

upstream raw materials:

(S)-4-((Z)-3-Chloro-propenyl)-2,2-dimethyl-[1,3]dioxolane

(2Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-en-1-ol

Downstream raw materials:

(R)-1-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-5-{2-[(Z)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-[1,3]dioxolan-2-yl}-2-methyl-pentan-3-one

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