2-Hydroxymethyl-3-phenylmethyloxirane

Base Information

• Chemical Name: 2-Hydroxymethyl-3-phenylmethyloxirane
• CAS No.: 78571-81-0
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Mol file: 78571-81-0.mol

Synonyms:

Chemical Property of 2-Hydroxymethyl-3-phenylmethyloxirane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxymethyl-3-phenylmethyloxirane

There total 18 articles about 2-Hydroxymethyl-3-phenylmethyloxirane 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: 88.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (3-benzyloxiran-2-yl)methanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,116949-62-3,128575-26-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 8h;

DOI:10.1016/j.tetasy.2012.06.003

Reference yield: 83.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (R,R)-3-(phenylmethyl)oxiranemethanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,128575-26-8,116949-62-3)

Guidance literature:

With titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; 4 A molecular sieve; tert.-butylhydroperoxide; In decane; dichloromethane; at -23 ℃; for 48h;

DOI:10.1039/b200708h

Reference yield: 79.0%

(2E)-4-phenylbut-2-en-1-ol (42238-15-3,22910-59-4,49676-93-9) → (2S-trans)-3-(Phenylmethyl)oxiranemethanol (78571-81-0,81096-89-1,85531-71-1,99883-80-4,116949-62-3,128575-26-8)

Guidance literature:

(2E)-4-phenylbut-2-en-1-ol; With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In dichloromethane; at -25 ℃; for 0.5h; Molecular sieve;

With Cumene hydroperoxide; In dichloromethane; at -25 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.04.021

upstream raw materials:

(2E)-4-phenylbut-2-en-1-ol

phenylacetaldehyde

ethyl (2Z)-4-phenyl-2-butenoate

ethyl 4-phenylbut-2-enoate

Downstream raw materials:

(2S)-2-methyl-3-phenylpropanal

(2R)-2-methyl-3-phenylpropanal

S-2-phenylbutyraldehyde

(S)-2-methylbutanal

Refernces

• 1、 Corbett, Michael T.,Johnson, Jeffrey S.. "Dynamic kinetic asymmetric transformations of β-stereogenic α-ketoesters by direct aldolization". supporting information. p. 255 - 259. Retrieved 2014/01/17.
• 2、 Gadakh, Sunita K.,Santhosh Reddy,Sudalai, Arumugam. "Enantioselective synthesis of HIV protease inhibitor amprenavir via Co-catalyzed HKR of 2-(1-azido-2-phenylethyl)oxirane". experimental part. p. 898 - 903. Retrieved 2012/09/22.