(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate
CAS No.:1429476-43-6
Molecular Formula:C₂₅H₃₄NO₇PSi
Molecular Weight:519.607
Hs Code.:

Synonyms:(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

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Chemical Property of (3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

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Technology Process of (3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

There total 2 articles about (3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate 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: 99.0%

: 138565-91-0
(5S)-methyl 5-(tert-butyldimethylsilanyloxy)-2-oxopiperidine-1-carboxylate

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 1429476-43-6
(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

Guidance literature:: (5S)-methyl 5-(tert-butyldimethylsilanyloxy)-2-oxopiperidine-1-carboxylate; In tetrahydrofuran; toluene; at -78 - -70 ℃;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; toluene; at -70 - 0 ℃;
DOI:10.1002/ejoc.201201429

Reference yield:

: 87179-81-5
(-)-(5S)-5-(tert-butyldimethylsilanyloxy)piperidin-2-one

: 1429476-43-6
(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / -78 - -70 °C

2.1: tetrahydrofuran; toluene / -78 - -70 °C

2.2: -70 - 0 °C

With n-butyllithium; In tetrahydrofuran; toluene;
DOI:10.1002/ejoc.201201429

Reference yield:

: 1429476-43-6
(3S)-methyl 6-[(diphenoxyphosphoryl)oxy]-3-(tert-butyldimethylsilanyloxy)-3,4-dihydropyridine-1(2H)-carboxylate

: 138662-60-9,448964-01-0,478409-64-2
2R,5S-5-hydroxy-piperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; triphenylphosphine / N,N-dimethyl-formamide / Inert atmosphere

1.2: 0.67 h / 75 °C

2.1: palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate / ethyl acetate / 21 h / 25 °C / 760.05 Torr

3.1: hydrogenchloride / water; acetonitrile / 2 h / 25 °C

4.1: hydrogenchloride / water / 24 h / Reflux

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; palladium diacetate; sodium hydrogencarbonate; triphenylphosphine; In water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201201429