Oxiranecarboxylic acid, phenylmethyl ester, (R)-

Base Information

• Chemical Name: Oxiranecarboxylic acid, phenylmethyl ester, (R)-
• CAS No.: 118623-64-6
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• European Community (EC) Number: 631-449-6
• Mol file: 118623-64-6.mol

Synonyms:118623-64-6;benzyl (2R)-oxirane-2-carboxylate;Oxiranecarboxylic acid, phenylmethyl ester, (R)-;SCHEMBL16648788;Benzyl (R)-oxirane-2-carboxylate;EN300-6991316;Z1278924701

Chemical Property of Oxiranecarboxylic acid, phenylmethyl ester, (R)-

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](O1)C(=O)OCC2=CC=CC=C2

Technology Process of Oxiranecarboxylic acid, phenylmethyl ester, (R)-

There total 4 articles about Oxiranecarboxylic acid, phenylmethyl ester, (R)- 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: 84.0%

benzyl oxirane-2-carboxylate → (R)-(+)-2,3-epoxypropanoic acid benzyl ester (118623-64-6)

Guidance literature:

With (R,R)-Salen-Co-OTs; In tetrahydrofuran; water; for 18h; Glovebox;

DOI:10.1021/jacs.5b07911

Reference yield: 71.0%

benzyl bromide (100-39-0) + R-oxiranecarboxylic acid potassium salt (82044-23-3) → (R)-(+)-2,3-epoxypropanoic acid benzyl ester (118623-64-6)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; at 40 ℃; for 16h;

DOI:10.1021/jo00038a028

Reference yield: 28.0%

benzyl bromide (100-39-0) + acide (S)-(-)-bromo-2 hydroxy-3 propionique (70671-46-4) → (R)-(+)-2,3-epoxypropanoic acid benzyl ester (118623-64-6)

Guidance literature:

acide (S)-(-)-bromo-2 hydroxy-3 propionique; With potassium hydroxide; In ethanol; at -40 ℃; for 24h;

benzyl bromide; With benzyltrimethylammonium chloride; In dichloromethane; for 8h; Reflux;

upstream raw materials:

benzyl bromide

R-oxiranecarboxylic acid potassium salt

benzyl alcohol

acide (S)-(-)-bromo-2 hydroxy-3 propionique

Downstream raw materials:

N-Boc-N-Me-L-Ala-(R)-Hep(OBn)

benzyl (R)‐2‐(((6S,9R,12S)‐2,2,5,6,11,12‐hexamethyl‐4,7,10‐trioxo‐9‐pentyl‐3,8‐dioxa‐5,11‐diazatridecan‐13‐oyl)oxy)heptanoate

Refernces

• 1、 -. "SELECTIVE INHIBITORS OF NLRP3 INFLAMMASOME". Paragraph 0575. . Retrieved 2019/02/15.
• 2、 -. "CYCLIC DEPSIPEPTIDE DERIVATIVES AND PEST CONTROL AGENTS COMPRISING THE SAME". Paragraph 0215. . Retrieved 2017/03/25.