(R)-(2-phenylmethoxyethyl)oxirane

Base Information

• Chemical Name: (R)-(2-phenylmethoxyethyl)oxirane
• CAS No.: 115114-87-9
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• European Community (EC) Number: 601-347-6
• DSSTox Substance ID: DTXSID801283756
• Nikkaji Number: J377.269A
• Mol file: 115114-87-9.mol

Synonyms:115114-87-9;(R)-(2-phenylmethoxyethyl)oxirane;(2r)-2-[2-(benzyloxy)ethyl]oxirane;(R)-2-(2-(Benzyloxy)ethyl)oxirane;SCHEMBL334304;WEEINLJFNLBGTR-LLVKDONJSA-N;DTXSID801283756;(2R)-2-(2-phenylmethoxyethyl)oxirane;(2R)-2-[2-(Phenylmethoxy)ethyl]oxirane;(2R)-2-{2-[(phenylmethyl)oxy]ethyl}oxirane

Chemical Property of (R)-(2-phenylmethoxyethyl)oxirane

Chemical Property:

• Vapor Pressure: 0.026mmHg at 25°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 141

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)CCOCC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](O1)CCOCC2=CC=CC=C2

Technology Process of (R)-(2-phenylmethoxyethyl)oxirane

There total 35 articles about (R)-(2-phenylmethoxyethyl)oxirane 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: 99.3%

benzyl bromide (100-39-0) + (R)-2-(oxiran-2-yl)ethan-1-ol (76282-48-9) → (2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo701885n

Reference yield: 98.0%

(R)-4-(benzyloxy)-2-hydroxybutyl 4-methylbenzenesulfonate → (2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c6ob01661h

Reference yield: 95.0%

Methanesulfonic acid (R)-4-benzyloxy-2-hydroxy-butyl ester (125975-36-2) → (2R)-2-(2-benzyloxyethyl)oxirane (115114-87-9)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2007.09.133

upstream raw materials:

(-)-(2S,3R)-2,3-epoxy-4-(benzyloxy)-1-butanol

2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

benzyl bromide

(R)-2-(oxiran-2-yl)ethan-1-ol

Downstream raw materials:

1,3-butanediol

(R)-2-(oxiran-2-yl)ethan-1-ol

(3S,12S)-1-Benzyloxy-12-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-hexadecan-3-ol

(S)-1-benzyloxyhept-6-en-3-ol

Refernces

• 1、 Sawada, Yuji,Matsumoto, Kazuhiro,Katsuki, Tsutomu. "Titanium-catalyzed asymmetric epoxidation of non-activated olefins with hydrogen peroxide". . p. 4559 - 4561. Retrieved 2007.
• 2、 Nagalatha,Siva Ganesh,Venkat Narsaiah. "Stereoselective synthesis of resorcylic acid lactone Cochliomycin B". . . Retrieved 2021/09/22.
• 3、 -. "[4-(1, 3, 3-TRIMETHYL-2-OXO-3, 4-DIHYDRO-1H-QUINOXALIN-7-YL) PHENOXY]ETHYLOXY COMPOUND OR SALT THEREOF". Paragraph 0112. . Retrieved 2018/07/29.