(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

Base Information

Chemical Name:(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone
CAS No.:1393737-46-6
Molecular Formula:C₁₉H₂₀BrNO₃
Molecular Weight:390.277
Hs Code.:

Synonyms:(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

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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 (4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

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Technology Process of (4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

There total 5 articles about (4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone 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%

: 1393737-39-7
(R)-2-(4-bromobenzyl)-2-((α-methylbenzyl)amino)-1,3-propanediol

: 627-11-2
2-Chloroethyl chloroformate

: 1393737-46-6
(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

: 1393737-42-2
(4S,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

Guidance literature:: (R)-2-(4-bromobenzyl)-2-((α-methylbenzyl)amino)-1,3-propanediol; 2-Chloroethyl chloroformate; With pyridine; In dichloromethane; at 20 ℃; for 15h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 2 ℃; for 6h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2012.06.090

Reference yield:

: 74124-79-1
di(succinimido) carbonate

: 1393737-39-7
(R)-2-(4-bromobenzyl)-2-((α-methylbenzyl)amino)-1,3-propanediol

: 1393737-46-6
(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

: 1393737-42-2
(4S,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

Guidance literature:: In acetonitrile; at 20 ℃; for 15h;
DOI:10.1016/j.tet.2012.06.090

Reference yield:

: 1393737-27-3
diethyl (R)-2-(4-bromobenzyl)-2-((α-methylbenzyl)amino)malonate hydrochloride

: 1393737-46-6
(4R,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

: 1393737-42-2
(4S,αR)-4-(4-bromobenzyl)-4-hydroxymethyl-3-(α-methylbenzyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / water

2.1: lithium aluminium tetrahydride / diethyl ether / 2.5 h / Cooling with ice

2.2: 2 h / 20 °C

3.1: acetonitrile / 15 h / 20 °C

With lithium aluminium tetrahydride; sodium hydrogencarbonate; In diethyl ether; water; acetonitrile;
DOI:10.1016/j.tet.2012.06.090