(2S)-2-benzyloxirane

Base Information

• Chemical Name: (2S)-2-benzyloxirane
• CAS No.: 61393-94-0
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• UNII: X7689NS82G
• DSSTox Substance ID: DTXSID701308947
• Nikkaji Number: J881.475I
• Mol file: 61393-94-0.mol

Synonyms:(2S)-2-benzyloxirane;61393-94-0;(2S)-2-(Phenylmethyl)oxirane;2-Benzyloxirane, (S)-;(-)-(2,3-Epoxypropyl)benzene;X7689NS82G;(2,3-Epoxypropyl)benzene, (S)-;(2,3-Epoxypropyl)benzene, (-)-;Oxirane, (phenylmethyl)-, (2S)-;Allylbenzene 2',3'-oxide, (S)-;Oxirane, 2-(phenylmethyl)-, (2S)-;UNII-X7689NS82G;(S)-Benzyloxirane;(s)-2-benzyloxirane;SCHEMBL873444;(s)-(2,3-epoxypropyl)-benzene;JFDMLXYWGLECEY-VIFPVBQESA-N;DTXSID701308947;EN300-1861425;A1-22506;Z2216712384

Chemical Property of (2S)-2-benzyloxirane

Chemical Property:

• Vapor Pressure: 0.221mmHg at 25°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)CC2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](O1)CC2=CC=CC=C2

Technology Process of (2S)-2-benzyloxirane

There total 30 articles about (2S)-2-benzyloxirane 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: 81.0%

2-(S)-chloro-3-phenyl-propan-1-ol (127180-75-0) → (R)-2-benzyloxirane (61393-94-0)

Guidance literature:

With Amberlite IRA 400; In methanol;

DOI:10.1021/jo00297a031

Reference yield: 75.0%

(R)-3-phenylpropane-1,2-diol (17131-14-5,19881-97-1,61475-32-9,79299-22-2) → (R)-2-benzyloxirane (61393-94-0)

Guidance literature:

(R)-3-phenylpropane-1,2-diol; With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;

Reference yield: 73.0%

(-)-(S)-2-bromo-3-phenylpropan-1-ol (219500-45-5) → (R)-2-benzyloxirane (61393-94-0)

Guidance literature:

With sodium hydroxide; at 65 ℃;

DOI:10.1016/S0040-4020(98)00941-7

upstream raw materials:

S-2-(Dimethylamino)-3-phenyl-1-propanol

(R)-glycidyl tosylate

2-(S)-chloro-3-phenyl-propan-1-ol

(S)-2-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate

Downstream raw materials:

(2R,12R)-1,13-diphenyl-4,7,10-trioxatridecane-2,12-diol

C₁₆H₁₆O₂S

(R)-3-phenylpropane-1,2-diol

3-[(2(S)-azetidinyl)methoxy]-5-[3-(2(S)-methoxy-3-phenylpropyl)phenyl]pyridine

Refernces

• 1、 Franssen, Maurice C. R.,Hollmann, Frank,Martínez-Montero, Lía,Paul, Caroline E.,Süss, Philipp,Schallmey, Anett,Tischler, Dirk. "Asymmetric azidohydroxylation of styrene derivatives mediated by a biomimetic styrene monooxygenase enzymatic cascade". . p. 5077 - 5085. Retrieved 2021/08/16.
• 2、 -. "AMIDE DERIVATIVES AS LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS". Page/Page column 60; 61. . Retrieved 2015/03/13.