(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

Base Information

Chemical Name:(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid
CAS No.:120963-40-8
Molecular Formula:C₁₆H₁₈O₆
Molecular Weight:306.315
Hs Code.:

Synonyms:(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

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Chemical Property of (-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

Chemical Property:

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Technology Process of (-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

There total 7 articles about (-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid 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: 85.0%

: 120963-39-5
(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanemethanol

: 120963-40-8
(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

Guidance literature:: With dipyridinium dichromate; In N,N-dimethyl-formamide; for 30h; Ambient temperature;
DOI:10.1021/jm00128a029

Reference yield:

: 120963-36-2
(+)-<(1S,2S,4S)-4-<(benzyloxy)methyl>-2-hydroxycyclopentyl>methyl benzoate

: 120963-40-8
(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

2: 58 percent / dimethylsulfoxide / 40 - 45 °C

3: 100 percent / H₂ / 5percent Pd/C / ethanol / 3000.2 Torr

4: 85 percent / pyridinium dichromate (PDC) / dimethylformamide / 30 h / Ambient temperature

With dipyridinium dichromate; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a029

Reference yield:

: (+)-(1S,6S,8S)-3-phenyl-2,4-dioxabicyclo<4.3.0>nonane-8-methanol

: 120963-40-8
(-)-(1S,3R,4S)-3-acetoxy-4-<(benzoyloxy)methyl>cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KH / 1.) THF, room temperature, 20 min, 2.) 12 h

2: 98 percent / conc. H₂SO₄ / H₂O / 0.17 h / Heating

3: 99 percent / pyridine / CH₂Cl₂ / 0.17 h

4: 90 percent / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

5: 58 percent / dimethylsulfoxide / 40 - 45 °C

6: 100 percent / H₂ / 5percent Pd/C / ethanol / 3000.2 Torr

7: 85 percent / pyridinium dichromate (PDC) / dimethylformamide / 30 h / Ambient temperature

With pyridine; dipyridinium dichromate; sulfuric acid; hydrogen; potassium hydride; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a029