(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

Base Information

Chemical Name:(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester
CAS No.:294181-78-5
Molecular Formula:C₂₁H₃₀N₂O₈
Molecular Weight:438.478
Hs Code.:

Synonyms:(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

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Chemical Property of (2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

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Technology Process of (2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

There total 4 articles about (2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester 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: 95.0%

: L-threonine benzyl ester hydrochloride

: 150021-55-9
(R)-2-tert-Butoxycarbonylamino-2-methyl-malonic acid monomethyl ester

: 294181-78-5
(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

Guidance literature:: With diphenylphosphoranyl azide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 ℃; for 20h;
DOI:10.1016/S0040-4039(00)00796-6

Reference yield:

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

: 294181-78-5
(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: MeONa

3: porcine liver esterase / acetonitrile; aq. phosphate buffer / pH 7

4: 95 percent / diphenylphosphoryl azide; iPr₂NEt / dimethylformamide / 20 h / 0 °C

With porcine liver esterase; diphenylphosphoranyl azide; sodium methylate; N-ethyl-N,N-diisopropylamine; In phosphate buffer; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Methylation / 3: Hydrolysis / 4: Acylation;
DOI:10.1016/S0040-4039(00)00796-6

Reference yield:

: 61172-70-1
dimethyl 2-(tert-butoxycarbonylamino)malonate

: 294181-78-5
(2S,3R)-2-((R)-2-tert-Butoxycarbonylamino-2-methoxycarbonyl-propionylamino)-3-hydroxy-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: MeONa

2: porcine liver esterase / acetonitrile; aq. phosphate buffer / pH 7

3: 95 percent / diphenylphosphoryl azide; iPr₂NEt / dimethylformamide / 20 h / 0 °C

With porcine liver esterase; diphenylphosphoranyl azide; sodium methylate; N-ethyl-N,N-diisopropylamine; In phosphate buffer; N,N-dimethyl-formamide; acetonitrile; 1: Methylation / 2: Hydrolysis / 3: Acylation;
DOI:10.1016/S0040-4039(00)00796-6