3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

Base Information

Chemical Name:3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane
CAS No.:861821-16-1
Molecular Formula:C₂₁H₃₄N₂O₅
Molecular Weight:394.511
Hs Code.:

Synonyms:3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

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Chemical Property of 3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

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Technology Process of 3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

There total 4 articles about 3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane 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:

: 861821-17-2
5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-2,5-dimethyl-2-nitro-3-heptanone

: 861821-15-0
3(S),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

: 861821-16-1
3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

Guidance literature:: With (S)-diphenylprolinol; dimethylsulfide borane complex; In tetrahydrofuran; toluene; at 45 ℃; Title compound not separated from byproducts;
DOI:10.1021/ja051657t

Reference yield:

: 861821-14-9
3(S),4(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-methyl-pentanal

: 79-46-9
2-nitropropane

: 861821-15-0
3(S),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

: 861821-16-1
3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

Guidance literature:: With potassium tert-butylate; In acetonitrile; tert-butyl alcohol; at 0 - 20 ℃; for 24h; Title compound not separated from byproducts;
DOI:10.1021/ja051657t

Reference yield:

: (5S),(6S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

: 861821-16-1
3(R),5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2,5-dimethyl-2-nitroheptane

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / 1.83 h / -78 - 20 °C

2: BH3*Me2S; (R)-(-)-α,α-diphenyl-2-pyrrolidinemethanol / tetrahydrofuran; toluene / 45 °C

With oxalyl dichloride; dimethylsulfide borane complex; (R)-α,α-diphenylprolinol; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Swern oxidation;
DOI:10.1021/ja051657t