trans-2-Methylcyclopropanecarboxylic acid

Base Information

• Chemical Name: trans-2-Methylcyclopropanecarboxylic acid
• CAS No.: 10487-86-2
• Molecular Formula: C5H8O2
• Molecular Weight: 100.11582
• Hs Code.: 2916209090
• European Community (EC) Number: 228-266-5,801-601-8
• DSSTox Substance ID: DTXSID901242652
• Nikkaji Number: J215.847G
• Mol file: 10487-86-2.mol

Synonyms:10487-86-2;6202-94-4;(1R,2R)-2-methylcyclopropane-1-carboxylic acid;trans-2-Methylcyclopropanecarboxylic acid;(1R,2R)-2-methylcyclopropanecarboxylic acid;(1R,2R)-rel-2-Methylcyclopropanecarboxylic acid;MFCD19228131;Cyclopropanecarboxylic acid, 2-methyl-, (1R,2R)-;SCHEMBL1375335;AYEGPMGNMOIHDL-QWWZWVQMSA-N;DTXSID901242652;AMY35644;AKOS016340593;AT12316;SS-4627;trans-2-methyl-cyclopropanecarboxylic acid;trans-2-methylcyclopropane carboxylic acid;(R,R)-2-methylcyclopropanecarboxylic acid;(1R,2R)-2-methylcyclopropanecarboxylicacid;CS-0308589;EN300-125017;EN300-705428;racemic trans-2-methylcyclopropanecarboxylic acid;rel-(1R,2R)-2-Methylcyclopropanecarboxylic acid;A868577;A905611;(-)-(1R, 2R)-2-methylcyclopropanecarboxylic acid;rac-(1R,2R)-2-methylcyclopropane-1-carboxylic acid;Z1205493848;(1R,2R)-2-methylcyclopropane-1-carboxylic acid >99% e.e.

Chemical Property of trans-2-Methylcyclopropanecarboxylic acid

Chemical Property:

• Boiling Point: 191.2±0.0 °C(Predicted)
• PKA: 4.88±0.11(Predicted)
• PSA: 37.30000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 0.72700
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.052429494
• Heavy Atom Count: 7
• Complexity: 98.3

Purity/Quality:

97% ^*data from raw suppliers

(1R,2R)-2-MethylcyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC1C(=O)O
• Isomeric SMILES: C[C@@H]1C[C@H]1C(=O)O
• Uses: (1R,2R)-2-Methylcyclopropanecarboxylic Acid, is an intermediate used for the synthesis of (1R,2R)-trans-1-(Chloromethyl)-2-methylcyclopropane (C369820). It can also be used for the preparation of Luzopeptin A-C and Quinoxapeptin A-C, acting as potent inhibitors of HIV-1 reverse transcriptase.

Technology Process of trans-2-Methylcyclopropanecarboxylic acid

There total 25 articles about trans-2-Methylcyclopropanecarboxylic acid 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: 100.0%

(S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt (1050392-04-5) → (1R,2R)-2-methylcyclopropanecarboxylic acid (10487-86-2)

Guidance literature:

With hydrogenchloride; In water; for 0.166667h; Product distribution / selectivity;

Reference yield: 95.0%

(R,R)-2-methylcyclopropanecarboxylic acid dicyclohexylamine (1189746-43-7) → (1R,2R)-2-methylcyclopropanecarboxylic acid (10487-86-2)

Guidance literature:

With sulfuric acid; In tert-butyl methyl ether; water; for 0.416667h;

Reference yield: 92.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (S)-Propylene oxide (16088-62-3) → (1R,2R)-2-methylcyclopropanecarboxylic acid (10487-86-2)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With n-butyllithium; In 2-methyltetrahydrofuran; hexane; at 0 ℃; for 0.5h;

(S)-Propylene oxide; In 2-methyltetrahydrofuran; hexane; at 150 ℃; for 18h; sealed teflon lined steel reactor;

With water; sodium hydroxide; In 2-methyltetrahydrofuran; hexane; at 100 ℃; for 5h;

upstream raw materials:

diazoacetic acid ethyl ester

propene

3-methylcyclobutan-1-one

2-Methylcyclopropancarbonsaeureethylester

Downstream raw materials:

(S)-2-amino-3-phenyl-1-propanol (R,R)-2-methylcyclopropanecarboxylic acid salt

(R,R)-N-[4-bromo-3-(4-ethoxyphenyl)isothiazol-5-yl]-2-methylcyclopropanecarboxamide

(1R,2R)-N-(3-(4-methoxyphenyl)-4-methylisothiazol-5-yl)-2-methylcyclopropanecarboxamide

(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-[(1R,2R)-2-methylcyclopropyl]-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine