(2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL

Base Information

• Chemical Name: (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL
• CAS No.: 107033-44-3
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 2910900090
• Mol file: 107033-44-3.mol

Synonyms:(2S,3S)-(-)-2,3-Epoxy-2-methyl-3-phenyl-1-propanol;[(2S,3S)-2-Methyl-3-phenyloxiran-2-yl]methanol;

Chemical Property of (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL

Chemical Property:

• Vapor Pressure: 0.00272mmHg at 25°C
• Melting Point: ~55 °C
• Refractive Index: 1.546
• Boiling Point: 273.9 °C at 760 mmHg
• Flash Point: 120.2 °C
• PSA: 32.76000
• Density: 1.128 g/cm³
• LogP: 1.50890
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL

There total 24 articles about (2S,3S)-TRANS-2-METHYL-3-PHENYLOXIRANE- 2-METHANOL 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: 98.0%

2-methyl-3-phenylprop-2-en-1-ol (1504-55-8) → (S,S)-2-methyl-3-phenyloxiranemethanol (107033-44-3)

Guidance literature:

2-methyl-3-phenylprop-2-en-1-ol; With oxovanadium(IV) sulfate; N-hydroxy-N-((1R,2R)-2-(4-methylphenylsulfonamido)cyclohexyl)-2,2-diphenylacetamide; In water; toluene; at 20 ℃; for 0.5h;

With tert.-butylhydroperoxide; In water; toluene; at 0 ℃; for 48h; optical yield given as %ee;

DOI:10.1021/jo900294h

Reference yield: 96.0%

(E)-3-phenyl-2-methyl-2-propenol (1504-55-8,39924-63-5,55131-20-9) → (S,S)-2-methyl-3-phenyloxiranemethanol (107033-44-3)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate;

DOI:10.1016/S0040-4039(97)00425-5

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

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:

(R)-((S)-4-Methyl-[1,3]dioxolan-4-yl)-phenyl-methanol

trans-2-methyl-3-phenyloxirane-2-carbaldehyde

3-methyl-2-phenylbut-3-en-1-ol

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

Refernces

• 1、 Lattanzi, Alessandra,Piccirillo, Sandro,Scettri, Arrigo. "Vanadium-catalyzed asymmetric epoxidation of allylic alcohols mediated by (+)-norcamphor-derived hydroperoxide". . p. 1669 - 1674. Retrieved 2005.
• 2、 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.
• 3、 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.