(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

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Chemical Name:(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one
CAS No.:637337-60-1
Molecular Formula:C₃₃H₃₇BrN₂O₅
Molecular Weight:621.571
Hs Code.:

Synonyms:(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

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Chemical Property of (4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

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Technology Process of (4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

There total 4 articles about (4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one 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: 63.9%

: 1220596-99-5
benzyl N-[(benzyloxy)methyl]carbamate

: 637337-44-1
(4R)-3-(6-bromo-1-oxohexyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 637337-60-1
(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

Guidance literature:: (4R)-3-(6-bromo-1-oxohexyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one; With titanium tetrachloride; triethylamine; In dichloromethane; at -50 ℃; for 0.5h; Inert atmosphere; Large scale reaction;

benzyl N-[(benzyloxy)methyl]carbamate; With titanium tetrachloride; In dichloromethane; at -40 - 5 ℃; Inert atmosphere; Large scale reaction;
DOI:10.1002/hlca.200900401

Reference yield:

: 94471-35-9
benzyl N-(methoxymethyl) carbamate

: 637337-44-1
(4R)-3-(6-bromo-1-oxohexyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: (4R)-3-[(2R)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 637337-60-1
(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

Guidance literature:: (4R)-3-(6-bromo-1-oxohexyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one; With titanium tetrachloride; triethylamine; In dichloromethane; at -15 ℃; for 0.5h;

benzyl N-(methoxymethyl) carbamate; With titanium tetrachloride; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1002/hlca.200590157

Reference yield:

: 22809-37-6
6-bromohexanoyl chloride

: 637337-60-1
(4R)-3-[(2S)-2-({[(benzyloxy)carbonyl]amino}methyl)-6-bromo-1-oxohexyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran / 0.17 h / -30 °C

1.2: 85 percent / tetrahydrofuran / 2 h / 0 °C

2.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -15 °C

2.2: TiCl₄ / CH₂Cl₂ / 3 h / 0 °C

With n-butyllithium; titanium tetrachloride; triethylamine; In tetrahydrofuran; dichloromethane; 2.1: Mannich reaction;
DOI:10.1002/hlca.200590157