(1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane

Base Information

• Chemical Name: (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane
• CAS No.: 371783-77-6
• Molecular Formula: C₁₈H₂₈OSSi
• Molecular Weight: 320.571

Synonyms:(1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane

Chemical Property of (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane

Chemical Property:

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Technology Process of (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane

There total 3 articles about (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-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: 97.0%

N-phenylthiophthalimide (14204-27-4) + (1S,4R)-(+)-4-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enol (144938-70-5) → (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane (371783-77-6)

Guidance literature:

With n-Bu₃O; In benzene; at 20 ℃; for 4h;

DOI:10.1016/S0957-4166(01)00312-3

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane (371783-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / DMAP / CH₂Cl₂ / 3 h / 0 °C

2: 97 percent / n-Bu₃O / benzene / 4 h / 20 °C

With dmap; In dichloromethane; benzene;

DOI:10.1016/S0957-4166(01)00312-3

Reference yield:

(1S,4R)-(+)-4-(Hydroxymethyl)cyclopent-2-enol (144938-82-9) → (1'R,4'R)-tert-butyldimethyl-(4-phenylsulfanylcyclopent-2-enylmethoxy)-silane (371783-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / DMAP / CH₂Cl₂ / 3 h / 0 °C

2: 97 percent / n-Bu₃O / benzene / 4 h / 20 °C

With dmap; In dichloromethane; benzene;

DOI:10.1016/S0957-4166(01)00312-3

upstream raw materials:

N-phenylthiophthalimide

(1S,4R)-(+)-4-(tert-butyldimethylsilanyloxymethyl)cyclopent-2-enol

tert-butyldimethylsilyl chloride

(1S,4R)-(+)-4-(Hydroxymethyl)cyclopent-2-enol

Downstream raw materials:

(1''RS,1'R,4'R)-[4-(2-bromo-1-ethoxy-ethoxymethyl)cyclopent-2-enyllsulfanyl]-benzene

(1'R,4'R)-(+)-(4-phenylsulfanyl-cyclopent-2-enyl)methanol

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