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

Base Information

Chemical Name:5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-2,5-dimethyl-2-nitro-3-heptanone
CAS No.:861821-17-2
Molecular Formula:C₂₁H₃₂N₂O₅
Molecular Weight:392.495
Hs Code.:

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

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

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

There total 1 articles about 5(S),6(S)-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-2,5-dimethyl-2-nitro-3-heptanone 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: 91.0%

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

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

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃; for 1.83333h;
DOI:10.1021/ja051657t

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:

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

: 861821-20-7
5(S),3(S),6(S)-benzylamino-2,5-dimethyl-2-nitro-3-(diphenylphosphatoxy)heptane

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: I₂ / CH₂Cl₂ / 0.5 h / -15 °C

2.2: pyridine / CH₂Cl₂ / 18 h / -15 - 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 16 h / 20 °C

With dimethylsulfide borane complex; iodine; (R)-α,α-diphenylprolinol; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja051657t