(1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol

Base Information

• Chemical Name: (1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol
• CAS No.: 180187-46-6
• Molecular Formula: C₁₃H₂₆O₂Si
• Molecular Weight: 242.434
• Mol file: 180187-46-6.mol

Synonyms:(1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol

Chemical Property of (1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol

There total 1 articles about (1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol 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:

cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one (26054-46-6) → (1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol (180187-46-6)

Guidance literature:

Multi-step reaction with 2 steps

2: 37 percent / 35 °C / lipase Amano P, phosphate buffer pH 7.2

DOI:10.1246/cl.1991.1651

Reference yield:

(1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol (180187-46-6) → Benzoic acid (4aS,5R,7R,7aS)-7-fluoro-octahydro-cyclopenta[c]pyran-5-yl ester (75283-67-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / Ambient temperature

2: HCl / tetrahydrofuran / 48 h / Ambient temperature

3: acid resin / 24 h / Heating

4: boron trifluoride etherate / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; acid resin; boron trifluoride diethyl etherate; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1021/jo00314a024

Reference yield:

(1S,2R)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enol (180187-46-6) → Benzoic acid (4aS,5R,7S,7aS)-7-fluoro-octahydro-cyclopenta[c]pyran-5-yl ester (75331-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / Ambient temperature

2: HCl / tetrahydrofuran / 48 h / Ambient temperature

3: acid resin / 24 h / Heating

4: boron trifluoride etherate / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; acid resin; boron trifluoride diethyl etherate; In tetrahydrofuran; pyridine; dichloromethane;

DOI:10.1021/jo00314a024

upstream raw materials:

cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one

Downstream raw materials:

Benzoic acid (1S,2R)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclopent-3-enyl ester

1-(benzoyloxy)-2-(hydroxyethyl)cyclopent-3-ene

1-(benzoyloxy)-2-<2-(methoxymethoxy)ethyl>cyclopent-3-ene

1-(benzoyloxy)-2-<2-(dimethoxymethoxy)ethyl>cyclopent-3-ene