methyl (R,R)-2-hydroxycyclopentanecarboxylate

Base Information

• Chemical Name: methyl (R,R)-2-hydroxycyclopentanecarboxylate
• CAS No.: 933-93-7
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• DSSTox Substance ID: DTXSID40451597
• Nikkaji Number: J1.082.240H
• Wikidata: Q82271688
• Mol file: 933-93-7.mol

Synonyms:methyl (R,R)-2-hydroxycyclopentanecarboxylate;Methyl (1R,2R)-2-hydroxycyclopentane-1-carboxylate;124150-22-7;Cyclopentanecarboxylic acid, 2-hydroxy-, methyl ester, (1R,2R)- (9CI);933-93-7;SCHEMBL7191976;DTXSID40451597;XMPIOOIEGQJDKJ-PHDIDXHHSA-N;(R)-Trans-2-Methoxycarbonylcyclopentanol;EN300-37443533;rac-methyl (1R,2R)-2-hydroxycyclopentane-1-carboxylate;2alpha-Hydroxycyclopentane-1beta-carboxylic acid methyl ester;(A+/-)-trans-2-hydroxy-cyclopentanecarboxylic acid methyl ester

Chemical Property of methyl (R,R)-2-hydroxycyclopentanecarboxylate

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1CCCC1O
• Isomeric SMILES: COC(=O)[C@@H]1CCC[C@H]1O

Technology Process of methyl (R,R)-2-hydroxycyclopentanecarboxylate

There total 6 articles about methyl (R,R)-2-hydroxycyclopentanecarboxylate 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:

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (+/-)-cis-2-hydroxy-cyclopentanecarboxylic acid methyl ester (933-92-6,933-93-7,53229-94-0,53229-95-1,90085-05-5,122331-02-6,122332-63-2,124150-22-7,124150-23-8) + cyclopentanone (120-92-3)

Guidance literature:

With triethylammonium phosphinate; tris(triphenylphosphine)ruthenium(II) chloride; In methanol; at 40 ℃; for 3h; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(96)01476-1

Reference yield:

Cyclopentene oxide (285-67-6) + acetic acid (64-19-7,77671-22-8) → cis-Cyclopentanol-2-carbonsaeuremethylester (933-92-6,933-93-7,53229-94-0,53229-95-1,90085-05-5,122331-02-6,122332-63-2,124150-22-7,124150-23-8)

Guidance literature:

With aluminum oxide; In diethyl ether;

DOI:10.1021/ja00467a014

Reference yield:

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (+/-)-cis-2-hydroxy-cyclopentanecarboxylic acid methyl ester (933-92-6,933-93-7,53229-94-0,53229-95-1,90085-05-5,122331-02-6,122332-63-2,124150-22-7,124150-23-8) + cis-Cyclopentanol-2-carbonsaeuremethylester (933-92-6,933-93-7,53229-94-0,53229-95-1,90085-05-5,122331-02-6,122332-63-2,124150-22-7,124150-23-8)

Guidance literature:

With hydrogen; nickel; In methanol; at 50 ℃; under 750.06 Torr;

DOI:10.1002/hlca.19900730312

upstream raw materials:

methyl 2-oxocyclopentane-1-carboxylate

diazomethane

Cyclopentene oxide

acetic acid