Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI)
• CAS No.: 174292-58-1
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Mol file: 174292-58-1.mol

Synonyms:Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI)

Chemical Property:

• Boiling Point: 212.1±33.0 °C(Predicted)
• PKA: 14.84±0.40(Predicted)
• PSA: 46.53000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 0.32040

Purity/Quality:

97% ^*data from raw suppliers

Cyclopentanecarboxylicacid,3-hydroxy-,methylester,(1S-trans)-(9CI) 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI)

There total 6 articles about Cyclopentanecarboxylic acid, 3-hydroxy-, methyl ester, (1S-trans)- (9CI) 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: 51.0%

4'-(2-iodoethyl)octanophenone (219307-01-4) + 2-acetylaminomalonic acid diethyl ester (1068-90-2) → diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl)propane-1,3-dioate (268557-53-5) + 4-octanoylstyrene (24993-87-1)

Guidance literature:

2-acetylaminomalonic acid diethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

4'-(2-iodoethyl)octanophenone; In N,N-dimethyl-formamide; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1248/cpb.56.595

Reference yield:

rac-methyl (1R,5S)-6-oxabicyclo[3.1.0]hexane-3-carboxylate (86885-57-6,86941-00-6) → methyl (1S,3S)-3-hydroxycyclopentanecarboxylate (174292-58-1,1292307-06-2)

Guidance literature:

With hydrogen; In tert-butyl methyl ether; for 12h; under 2280.15 Torr;

Reference yield:

methyl 3-oxocyclopentane-1-carboxylate (32811-75-9) → methyl (1S,3S)-3-hydroxycyclopentanecarboxylate (174292-58-1,1292307-06-2) + (1R,3S)-methyl 3-hydroxycyclopentanecarboxylate (174292-59-2,1292307-06-2)

Guidance literature:

With sodium dithionite; at 30 ℃; Yield given. Yields of byproduct given; HLADH, NAD⁺, 1/15 M Soerensen phosphate buffer pH 7.0;

DOI:10.1016/0957-4166(95)00396-7

upstream raw materials:

methyl 3-oxocyclopentane-1-carboxylate

rac-methyl (1R,5S)-6-oxabicyclo[3.1.0]hexane-3-carboxylate

4'-(2-iodoethyl)octanophenone

2-acetylaminomalonic acid diethyl ester

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