(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

Base Information

Chemical Name:(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol
CAS No.:108212-55-1
Molecular Formula:C₁₁H₁₃BrO₃
Molecular Weight:273.126
Hs Code.:

Synonyms:(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

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Technology Process of (2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

There total 3 articles about (2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-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: 70.0%

: 108212-54-0
cis-4-(4-bromobenzyloxy)-but-2-en-1-ol

: 108212-55-1
(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; In dichloromethane; 1.) -20 deg C, 30 min, 2.) from -20 deg C to -12 deg C, 24 h;
DOI:10.1021/jo00388a050

Reference yield:

: 108212-54-0
cis-4-(4-bromobenzyloxy)-but-2-en-1-ol

: 108212-55-1
(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

: 108267-97-6
(2S,3R)-4-(p-bromobenzyloxy)-2,3-epoxybutan-1-ol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; In decane; dichloromethane; at -25 ℃; for 0.25h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo971890c

Reference yield:

: 589-15-1
1-bromomethyl-4-bromobenzene

: 108212-55-1
(2R,3S)-3-{[(4-bromobenzyl)oxy]methyl}oxirane-2-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, RT, 30 min, 2.) THF, RT, 15 h

2: 70 percent / titanium isopropoxide, D-(-)-disopropyl tartrate, tert-butyl hydroperoxide / CH₂Cl₂ / 1.) -20 deg C, 30 min, 2.) from -20 deg C to -12 deg C, 24 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; D-(-)-diisopropyl tartrate; In dichloromethane;
DOI:10.1021/jo00388a050