(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

Base Information

Chemical Name:(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate
CAS No.:270585-72-3
Molecular Formula:C₂₀H₃₀NO₈P
Molecular Weight:443.434
Hs Code.:

Synonyms:(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

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Chemical Property of (2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

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Technology Process of (2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

There total 5 articles about (2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate 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: 74.0%

: 113400-36-5,400626-71-3
benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

: 756-79-6
dimethyl methane phosphonate

: 270585-72-3
(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

Guidance literature:: dimethyl methane phosphonate; With n-butyllithium; In toluene; at -78 ℃; for 0.333333h;

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate; In toluene; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo991766o

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 270585-72-3
(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9.56 g / DMAP; Et₃N / acetonitrile / 20 °C

2.1: n-BuLi / toluene / 0.33 h / -78 °C

2.2: 74 percent / toluene / -78 - 20 °C

With dmap; n-butyllithium; triethylamine; In toluene; acetonitrile; 1.1: Acylation / 2.1: Metallation / 2.2: Addition;
DOI:10.1021/jo991766o

Reference yield:

: 100-39-0
benzyl bromide

: 270585-72-3
(2S)-α-benzyl 2-N-(tert-butyloxycarbonyl)amino-5-oxo-6-(dimethylphosphonyl)hexanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: DIEA / CH₂Cl₂ / Heating

2.1: 9.56 g / DMAP; Et₃N / acetonitrile / 20 °C

3.1: n-BuLi / toluene / 0.33 h / -78 °C

3.2: 74 percent / toluene / -78 - 20 °C

With dmap; n-butyllithium; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; acetonitrile; 1.1: alkylative esterification / 2.1: Acylation / 3.1: Metallation / 3.2: Addition;
DOI:10.1021/jo991766o