Methyl 5-hydroxycyclopent-1-ene-1-carboxylate

Base Information

• Chemical Name: Methyl 5-hydroxycyclopent-1-ene-1-carboxylate
• CAS No.: 328239-96-9
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.155
• European Community (EC) Number: 888-217-4
• Nikkaji Number: J2.214.575D
• Mol file: 328239-96-9.mol

Synonyms:328239-96-9;SCHEMBL24013235;EN300-208725;METHYL 5-HYDROXYCYCLOPENT-1-ENE-1-CARBOXYLATE

Chemical Property of Methyl 5-hydroxycyclopent-1-ene-1-carboxylate

Chemical Property:

• PSA: 46.53000
• LogP: 0.24050
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CCCC1O

Technology Process of Methyl 5-hydroxycyclopent-1-ene-1-carboxylate

There total 4 articles about Methyl 5-hydroxycyclopent-1-ene-1-carboxylate 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: 54.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + trimethyl phosphonoacetate (5927-18-4) → 5-hydroxycyclopent-1-enecarboxylic acid methyl ester (328239-96-9)

Guidance literature:

cis,trans-2,5-dimethoxytetrahydrofuran; With hydrogenchloride; at 70 ℃; for 3h;

trimethyl phosphonoacetate; With potassium carbonate; In water; at 20 ℃; for 48h; Further stages.;

DOI:10.1021/jo0111816

Reference yield: 46.0%

3-hydroxy-2-methylenehept-6-enoic acid methyl ester (190852-13-2) → 5-hydroxycyclopent-1-enecarboxylic acid methyl ester (328239-96-9)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Heating;

DOI:10.1016/j.tetlet.2005.07.066

Reference yield:

butanedial (638-37-9) + Methyl diethylphosphonoacetate (1067-74-9) → dimethyl 2,6-octadienedioate (4756-84-7) + 5-hydroxycyclopent-1-enecarboxylic acid methyl ester (328239-96-9)

Guidance literature:

With potassium carbonate; potassium hydrogencarbonate; In water; at 0 - 20 ℃; for 36h; pH=7;

upstream raw materials:

3-hydroxy-2-methylenehept-6-enoic acid methyl ester

cis,trans-2,5-dimethoxytetrahydrofuran

trimethyl phosphonoacetate

butanedial

Downstream raw materials:

methyl (S,S,S)-2-amino-5-phenylcyclopentane-1-carboxylate

(S,S,S)-2-amino-5-phenylcyclopentane-1-carboxylic acid

(1S,2S,5R)-2-amino-5-isopropylcyclopentane-1-carboxylic acid

5-phenylcyclopent-1-ene-1-carboxylic methyl ester