Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate
• CAS No.: 15224-11-0
• Molecular Formula: C7H12 O3
• Molecular Weight: 144.17
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID90514868
• Nikkaji Number: J1.920.575D
• Mol file: 15224-11-0.mol

Synonyms:15224-11-0;Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate;2-HYDROXYMETHYL-CYCLOPROPANECARBOXYLIC ACID ETHYL ESTER;ethyl 2-(hydroxymethyl)cyclopropane-1-carboxylate;MFCD06202758;ethyl (1s,2s)-2-(hydroxymethyl)cyclopropanecarboxylate;CYCLOPROPANECARBOXYLICACID,2-(HYDROXYMETHYL)-,ETHYLESTER,CIS-(9CI);84673-56-3;SCHEMBL398211;DTXSID90514868;AOQBVPPEXCRXAW-UHFFFAOYSA-N;Cyclopropanecarboxylic acid, 2-(hydroxymethyl)-, ethyl ester;AKOS006294973;DS-7837;SB33824;SY121160;SY326952;CS-0049525;Ethyl2-(hydroxymethyl)cyclopropanecarboxylate;ethyl 2-(hydroxymethyl)cyclopropane-carboxylate;F13437;cyclopropanecarboxylic acid, 2-(hydroxymethyl)-, ethyl ester, (1s-trans)-

Chemical Property of Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate

Chemical Property:

• PSA: 46.53000
• LogP: 0.17790
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

2-Hydroxymethyl-cyclopropanecarboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CC1CO

Technology Process of Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate

There total 12 articles about Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate 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: 98.0%

ethyl-2-formyl-1-cyclopropane carboxylate (13949-93-4,13950-12-4,77183-91-6,77183-92-7,109716-50-9,109716-61-2,20417-61-2) → trans-ethyl 2-hydroxymethyl-1-cyclopropanecarboxylate (15224-11-0)

Guidance literature:

ethyl-2-formyl-1-cyclopropane carboxylate; With sodium tetrahydroborate; In ethanol; at 20 ℃; for 20h;

With hydrogenchloride; In ethanol; water;

Reference yield: 94.0%

(+/-)-ethyl trans-2-formyl-1-cyclopropanecarboxylate (13949-93-4) → ethyl (1S*,2S*)-2-(hydroxymethyl)cyclopropane-1-carboxylate (15224-11-0,40427-14-3,77183-93-8,84673-56-3,109716-55-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c7ob01721a

Reference yield: 90.0%

ethyl 2-((benzyloxy)methyl)cyclopropane-1-carboxylate (387845-28-5) → trans-ethyl 2-hydroxymethyl-1-cyclopropanecarboxylate (15224-11-0)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; under 2585.81 Torr;

DOI:10.1021/acs.jmedchem.1c01433

upstream raw materials:

diazoacetic acid ethyl ester

allyl alcohol

ethyl-2-formyl-1-cyclopropane carboxylate

ethyl 2-((benzyloxy)methyl)cyclopropane-1-carboxylate

Downstream raw materials:

rac-trans-1-(-2-(2-methylprop-1-enyl)cyclopropyl)ethanone

ethyl-2-formyl-1-cyclopropane carboxylate

Refernces

• 1、 -. "MUSCARINIC ACETYLCHOLINE M1 RECEPTOR ANTAGONISTS". Paragraph 00329. . Retrieved 2020/01/08.
• 2、 -. "SUBSTITUTED INDOLINE DERIVATIVES AS DENGUE VIRAL REPLICATION INHIBITORS". Page/Page column 34. . Retrieved 2018/12/13.