(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

Base Information

Chemical Name:(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone
CAS No.:423157-49-7
Molecular Formula:C₂₁H₂₀N₂O₆
Molecular Weight:396.4
Hs Code.:

Synonyms:(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

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Technology Process of (-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

There total 10 articles about (-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone 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: 70.0%

: 122-04-3
4-nitro-benzoyl chloride

: 423157-48-6
6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-1H-pyridin-2-one

: 423157-49-7
(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

Guidance literature:: With methyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1055/s-2002-19344

Reference yield: 45.0%

: 423157-46-4
(-)-(6S)-(4-methoxybenzyloxymethyl)-1-(4-nitrobenzoyl)-2-piperidinone

: 423157-49-7
(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

Guidance literature:: (-)-(6S)-(4-methoxybenzyloxymethyl)-1-(4-nitrobenzoyl)-2-piperidinone; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

With Phenylselenyl bromide; In tetrahydrofuran; at -78 ℃;

With pyridine; dihydrogen peroxide; In dichloromethane; at 20 ℃;
DOI:10.1055/s-2002-19344

Reference yield:

: 128726-47-6
(+)-(S)-6-hydroxymethyl-2-piperidinone

: 423157-49-7
(-)-(6S)-(4-methoxybenzyloxymethyl)-2-oxo-1,2,3,6-tetrahydro-1-pyridinyl-4-nitrophenylmethanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: CSA / CH₂Cl₂

2.1: 79 percent / CSA / CH₂Cl₂

3.1: LDA; PhSeBr / tetrahydrofuran / -78 °C

3.2: 60 percent / H₂O₂; pyridine / tetrahydrofuran / 20 °C

4.1: BF₃*2AcOH / methanol / 20 °C

5.1: CSA / CH₂Cl₂

6.1: 70 percent / MeLi / tetrahydrofuran / -78 °C

With Phenylselenyl bromide; camphor-10-sulfonic acid; methyllithium; boron trifluoride diacetate; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-2002-19344