(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Base Information

Chemical Name:(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine
CAS No.:615268-19-4
Molecular Formula:C₂₀H₃₂N₂O₅
Molecular Weight:380.484
Hs Code.:

Synonyms:(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

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Chemical Property of (5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Chemical Property:

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Technology Process of (5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

There total 3 articles about (5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine 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:

: 615268-17-2
N-benzyl-N-(tert-butyloxycarbonyl)-6-methyl-6-nitro-5-oxo-heptylamine

: 615268-19-4
(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

: (5S)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Guidance literature:: With (S)-diphenylprolinol; dimethylsulfide borane complex; In tetrahydrofuran; at 45 - 50 ℃; Title compound not separated from byproducts;
DOI:10.1021/ol035564x

Reference yield:

: 213772-26-0
benzyl-(5-oxo-pentyl)-carbamic acid tert-butyl acid

: 615268-19-4
(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / potassium tert-butoxide / acetonitrile; 2-methyl-propan-2-ol

2: 93 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.33 h / cooling

3: (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; borane dimethyl sulfide complex / tetrahydrofuran / 0.83 h / Heating

With oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; tert-butyl alcohol; 1: Henry reaction / 2: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063

Reference yield:

: 615268-16-1
N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

: 615268-19-4
(5R)-N-benzyl-N-(tert-butyloxycarbonyl)-5-hydroxy-6-methyl-6-nitroheptylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 1.33 h / cooling

2: (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; borane dimethyl sulfide complex / tetrahydrofuran / 0.83 h / Heating

With oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063