Methyl 2-Hydroxycyclopentylcarboxylate

Base Information

• Chemical Name: Methyl 2-Hydroxycyclopentylcarboxylate
• CAS No.: 90085-05-5
• Molecular Formula: C7H12O3
• Molecular Weight: 144.16838
• Hs Code.: 2918199890
• Mol file: 90085-05-5.mol

Synonyms:Methyl 2-Hydroxycyclopentylcarboxylate;methyl 2-hydroxycyclopentane-1-carboxylate;Methyl 2-hydroxycyclopentanecarboxylate;

Chemical Property of Methyl 2-Hydroxycyclopentylcarboxylate

Chemical Property:

• Boiling Point: 212.1±33.0 °C(Predicted)
• PKA: 14.60±0.40(Predicted)
• PSA: 46.53000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 0.32040
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-Hydroxy-cyclopentanecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-Hydroxycyclopentylcarboxylate

There total 9 articles about Methyl 2-Hydroxycyclopentylcarboxylate 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: 95.0%

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (R)-Trans-2-Methoxycarbonylcyclopentanol (90085-05-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 - 30 ℃; for 1h;

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

upstream raw materials:

methyl 2-oxocyclopentane-1-carboxylate

diazomethane

2-hydroxycyclopentyl-1-carboxylic acid

Cyclopentene oxide

Downstream raw materials:

<1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(hydroxymethyl)-β-<3-(phenylmethoxy)propyl>cyclopentaneethanol

<4aβ,7aβ(E)>-(+/-)-7a-(4,8-Dimethyl-3,7-nonadienyl)hexahydro-4-<3-(phenylmethoxy)propyl>cyclopentapyran-3(1H)-one

<1α(R^*S^*),2α,2(E)>-(+/-)-2-(4,8-Dimethyl-3,7-nonadienyl)-2-(formyl)-α-<3-(phenylmethoxy)propyl>cyclopentaneacetaldehyde

<1R,2R>-1-<<2-(benzoylthio)cyclopentyl>carbonyl>-L-proline 1,1-dimethylethyl ester

Refernces

• 1、 -. "Pyrrolopyrimidine compounds containing substituted cyclopentyl group". Paragraph 0129; 0130; 0131; 0132. . Retrieved 2018/01/11.
• 2、 Sano, Shigeki,Matsumoto, Tomoya,Nakao, Michiyasu. "E-Selective Horner-Wadsworth-Emmons reaction of 2-OBO-cyclopentanone for the synthesis of rac-N-Cbz-Gly-Ψ[(E)-CF=C]-Pro-OH dipeptide isostere". . p. 4480 - 4483. Retrieved 2014/08/05.