(+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol

Base Information

• Chemical Name: (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol
• CAS No.: 144069-03-4
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306
• Mol file: 144069-03-4.mol

Synonyms:(+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol

Chemical Property of (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol

There total 2 articles about (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol 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: 96.0%

(1α,2β,3α)-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol diacetate (134756-61-9) → (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol (144069-03-4)

Guidance literature:

for 168h; Ambient temperature; porcine pancreatic lipase, phosphate buffer, pH 7;

Reference yield:

Isopropenyl acetate (108-22-5) + (1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol (100021-11-2) → (+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol (144069-03-4)

Guidance literature:

With immobilized Pseudomonas cepacia lipase PS-30; In n-heptane; at 33 ℃; for 72h; pH=7.0;

DOI:10.1016/j.tetasy.2005.08.061

Reference yield: 80.0%

(+)-(1α,2β,3α)-1-acetoxy-2-<(phenylmethoxy)methyl>cyclopent-4-en-3-ol (144069-03-4) → Acetic acid (1R,2R,3S,4S,5S)-3-benzyloxymethyl-4-hydroxy-6-oxa-bicyclo[3.1.0]hex-2-yl ester (143994-96-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 24h; 0 deg C to r.t.;

upstream raw materials:

(1α,2β,3α)-2-<(benzyloxy)methyl>-4-cyclopentene-1,3-diol diacetate

Isopropenyl acetate

(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

Downstream raw materials:

Acetic acid (1R,2R,3S,4S,5S)-3-benzyloxymethyl-4-(2-methoxy-ethoxymethoxy)-6-oxa-bicyclo[3.1.0]hex-2-yl ester

Acetic acid (1R,2R,3S,4S,5S)-3-benzyloxymethyl-4-hydroxy-6-oxa-bicyclo[3.1.0]hex-2-yl ester

<1S-(1α,2β,3α,4α,5β)>-2-azido-3,4-(dimethylmethylenedioxy)-5-<(phenylmethoxy)methyl>-1-cyclopentanol