methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

Base Information

Chemical Name:methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate
CAS No.:157982-67-7
Molecular Formula:C₁₇H₂₁NO₄
Molecular Weight:303.358
Hs Code.:

Synonyms:methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

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Chemical Property of methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

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Technology Process of methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

There total 5 articles about methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate 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: 85.0%

: 157982-66-6
N-(benzyloxycarbonyl)-2-(methoxycarbonylethyl)-pipecolic acid

: 157982-67-7
methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 90 ℃; for 1h;
DOI:10.1016/S0040-4020(98)00689-9

Reference yield:

: 129605-87-4
tert-Butyl N-(benzyloxycarbonyl)-2(RS)-allylpipecolate

: 157982-67-7
methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: BH₃*S(CH₃)2 / tetrahydrofuran / 3 h / 20 °C

1.2: 75 percent / hydrogen peroxide; 3 N sodium hydroxide / ethanol; H₂O

2.1: 95 percent / pyridinium dichromate / dimethylformamide / 24 h / 20 °C

3.1: 100 percent / diethyl ether

4.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 15 h / 20 °C

5.1: 85 percent / triethylamine; diphenylphosphorazidate / toluene / 1 h / 90 °C

With dipyridinium dichromate; dimethylsulfide borane complex; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Addition / 1.2: Substitution / 2.1: Oxidation / 3.1: Esterification / 4.1: Hydrolysis / 5.1: Decarboxylation;
DOI:10.1016/S0040-4020(98)00689-9

Reference yield:

: 157982-63-3
tert-butyl N-(benzyloxycarbonyl)-2-(3-hydroxy-propyl)-pipecolate

: 157982-67-7
methyl 3-(1'-benzyloxycarbonyl-1',4',5',6'-tetrahydropyridine-2'-yl)-propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridinium dichromate / dimethylformamide / 24 h / 20 °C

2: 100 percent / diethyl ether

3: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 15 h / 20 °C

4: 85 percent / triethylamine; diphenylphosphorazidate / toluene / 1 h / 90 °C

With dipyridinium dichromate; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Oxidation / 2: Esterification / 3: Hydrolysis / 4: Decarboxylation;
DOI:10.1016/S0040-4020(98)00689-9