Oxiranemethanol, 2-methyl-3-phenyl-, (2R,3R)-rel-

Base Information

• Chemical Name: Oxiranemethanol, 2-methyl-3-phenyl-, (2R,3R)-rel-
• CAS No.: 80523-18-8
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Mol file: 80523-18-8.mol

Synonyms:

Chemical Property of Oxiranemethanol, 2-methyl-3-phenyl-, (2R,3R)-rel-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxiranemethanol, 2-methyl-3-phenyl-, (2R,3R)-rel-

There total 10 articles about Oxiranemethanol, 2-methyl-3-phenyl-, (2R,3R)-rel- 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: 40.0%

2-methyl-3-phenylprop-2-en-1-ol (1504-55-8) → [(2R,3R)-2-methyl-3-phenyloxiran-2-yl]methanol (80523-18-8,107033-44-3,129313-31-1,147127-74-0,130550-48-0) + (S,S)-2-methyl-3-phenyloxiranemethanol (107033-44-3)

Guidance literature:

2-methyl-3-phenylprop-2-en-1-ol; With C₆₈H₅₂N₂O₂; niobium(V) isopropoxide; In fluorobenzene; sodium chloride; at 40 ℃; for 0.5h;

With dihydrogen peroxide; In fluorobenzene; water; sodium chloride; at 40 ℃;

With sodium tetrahydroborate; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ja100795k

Reference yield:

(E)-3-phenyl-2-methyl-2-propenol (1504-55-8,39924-63-5,55131-20-9) → [(2R,3R)-2-methyl-3-phenyloxiran-2-yl]methanol (80523-18-8,107033-44-3,129313-31-1,147127-74-0,130550-48-0) + (S,S)-2-methyl-3-phenyloxiranemethanol (107033-44-3)

Guidance literature:

With trityl hydroperoxide; (S)-N-diphenylmethyl-N-hydroxy-1-(2-methoxynaphthalen-1-yl)naphthalene-2-carboxamide; vanadium(V) oxytriisopropoxide; In toluene; at -20 ℃; for 72h; Product distribution;

DOI:10.1021/jo9821933

Reference yield:

(E)-3-phenyl-2-methyl-2-propenol (1504-55-8,39924-63-5,55131-20-9) → ((2S,3S)-2-Methyl-3-phenyl-oxiranyl)-methanol (80523-18-8,107033-44-3,129313-31-1,130550-48-0,147127-74-0)

Guidance literature:

With tert.-butylhydroperoxide; V(IV)O(salen derivative); In carbon dioxide; water; at 45 ℃; for 48h; under 165487 Torr; Yield given;

DOI:10.1016/S0040-4039(98)01212-X

upstream raw materials:

(E)-3-phenyl-2-methyl-2-propenol

α-methyl-trans-cinnamaldehyde

2-methyl-3-phenylprop-2-en-1-ol

benzaldehyde

Downstream raw materials:

2-methyl-3-phenyloxirane-2-carbaldehyde

rac-2-methyl-3-phenyl-1,2-propanediol

syn-2-methyl-1-phenyl-1,3-propanediol

Refernces

• 1、 Zhu, Long-Qing,Fan, Xiao-Hong,Li, Jun-Fang,Chen, Jin-Hong,Liang, Yan,Hu, Xiao-Ling,Ma, Shu-Meng,Hao, Xiang-Yong,Shi, Tao,Wang, Zhen. "Discovery of a novel inhibitor of nitric oxide production with potential therapeutic effect on acute inflammation". . . Retrieved 2021/05/26.
• 2、 Bartá?ek, Jan,Drabina, Pavel,Váňa, Ji?í,Sedlák, Milo?. "Recoverable polystyrene-supported catalysts for Sharpless allylic alcohols epoxidations". . p. 123 - 132. Retrieved 2019/02/27.