(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

Base Information

Chemical Name:(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine
CAS No.:615268-44-5
Molecular Formula:C₂₇H₃₅N₂O₈P
Molecular Weight:546.557
Hs Code.:

Synonyms:(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

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Chemical Property of (4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

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Technology Process of (4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

There total 6 articles about (4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-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: 92.0%

: 106-96-7
propargyl bromide

: 615268-43-4
(4R)-N-(tert-butyloxycarbonyl)-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

: 615268-44-5
(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

Guidance literature:: (4R)-N-(tert-butyloxycarbonyl)-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

propargyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 1h;
DOI:10.1021/ol035564x

Reference yield:

: 477952-40-2
6-[N-benzyl-N-(tert-butyloxycarbonyl)]amino-3-hydroxy-2-methyl-2-nitrohexane

: 615268-44-5
(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 88 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

3: DMAP / CH₂Cl₂ / 20 °C

4: hydrogen / PdCl₂ / methanol / 4 h

5: NaH / dimethylformamide; various solvent(s) / 1.33 h / cooling

With dmap; oxalyl dichloride; (S)-diphenylprolinol; dimethylsulfide borane complex; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Swern oxidation;
DOI:10.1016/j.tet.2006.03.063

Reference yield:

: 213772-31-7
4-[N-benzyl-N-(tert-butyloxycarbonyl)]-amino-1-butanal

: 615268-44-5
(4R)-N-(tert-butyloxycarbonyl)-N-prop-2-ynyl-4-diphenylphosphatoxy-5-methyl-5-nitrohexylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / potassium tert-butoxide / acetonitrile; 2-methyl-propan-2-ol

2: 88 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

4: DMAP / CH₂Cl₂ / 20 °C

5: hydrogen / PdCl₂ / methanol / 4 h

6: NaH / dimethylformamide; various solvent(s) / 1.33 h / cooling

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