(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

Base Information

Chemical Name:(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine
CAS No.:615268-41-2
Molecular Formula:C₃₃H₄₂N₂O₅
Molecular Weight:546.707
Hs Code.:

Synonyms:(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

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Chemical Property of (4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

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Technology Process of (4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

There total 11 articles about (4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine 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:

: 57772-73-3
ethyl 2-benzyl-3-phenylpropionate

: 615268-41-2
(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

Guidance literature:: Multi-step reaction with 11 steps

1.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 89 percent / tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C

2.1: 95 percent / LiAlH₄ / diethyl ether / 12 h / Heating

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: 4.835 g / sodium cyanoborohydride; AcOH / methanol / 2 h / 20 °C

5.1: 96 percent / TEA / CH₂Cl₂ / 19 h / 20 °C

6.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

6.2: 34 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

7.1: 54 percent / t-BuOK / 12 h / 20 °C

8.1: TFA / CH₂Cl₂ / 20 °C

9.1: 97 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

10.1: (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; BH3*SMe2 / tetrahydrofuran / 45 - 50 °C

11.1: TEA / CH₂Cl₂

With lithium aluminium tetrahydride; oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; TEA; potassium tert-butylate; sodium cyanoborohydride; ozone; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; 3.1: Swern oxidation / 9.1: Swern oxidation;
DOI:10.1021/ol035564x

Reference yield:

: 615268-35-4
2,2-dibenzyl-pent-4-en-1-al

: 615268-41-2
(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

Guidance literature:: Multi-step reaction with 8 steps

1.1: 4.835 g / sodium cyanoborohydride; AcOH / methanol / 2 h / 20 °C

2.1: 96 percent / TEA / CH₂Cl₂ / 19 h / 20 °C

3.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

3.2: 34 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

4.1: 54 percent / t-BuOK / 12 h / 20 °C

5.1: TFA / CH₂Cl₂ / 20 °C

6.1: 97 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7.1: (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; BH3*SMe2 / tetrahydrofuran / 45 - 50 °C

8.1: TEA / CH₂Cl₂

With oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; TEA; potassium tert-butylate; sodium cyanoborohydride; ozone; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 6.1: Swern oxidation;
DOI:10.1021/ol035564x

Reference yield:

: 615268-34-3
2,2-dibenzyl-pent-4-en-1-ol

: 615268-41-2
(4R)-N-benzyl-N-(tert-butyloxycarbonyl)-2,2-dibenzyl-4-hydroxy-5-methyl-5-nitrohexylamine

Guidance literature:: Multi-step reaction with 9 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: 4.835 g / sodium cyanoborohydride; AcOH / methanol / 2 h / 20 °C

3.1: 96 percent / TEA / CH₂Cl₂ / 19 h / 20 °C

4.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

4.2: 34 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

5.1: 54 percent / t-BuOK / 12 h / 20 °C

6.1: TFA / CH₂Cl₂ / 20 °C

7.1: 97 mg / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

8.1: (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol; BH3*SMe2 / tetrahydrofuran / 45 - 50 °C

9.1: TEA / CH₂Cl₂

With oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; TEA; potassium tert-butylate; sodium cyanoborohydride; ozone; acetic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 1.1: Swern oxidation / 7.1: Swern oxidation;
DOI:10.1021/ol035564x