3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline

Base Information

• Chemical Name: 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline
• CAS No.: 340146-60-3
• Molecular Formula: C₂₄H₂₉N₂O₄P
• Molecular Weight: 440.479

Synonyms:3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline

Chemical Property of 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline

Chemical Property:

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Technology Process of 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline

There total 3 articles about 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline 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%

6-(p-tolylaminomethylidene)-3,4-dimethoxyaniline + 1-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ5-[1,3,2]oxazaphospholidin-2-yl)-propan-2-one (340146-59-0) → 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ5-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline (340146-60-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene;

DOI:10.1016/S0040-4039(01)00027-2

Reference yield:

N-benzyl-L-valinol (42807-42-1) → 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ5-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline (340146-60-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NEt₃ / CH₂Cl₂

2: 67 percent / LDA / ethyl acetate; tetrahydrofuran / -78 °C

3: 74 percent / p-TSA / toluene

With toluene-4-sulfonic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;

DOI:10.1016/S0040-4039(01)00027-2

Reference yield:

(2S,4S)-3-Benzyl-4-isopropyl-2-methyl-[1,3,2]oxazaphospholidine 2-oxide (340146-58-9) → 3-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ5-[1,3,2]oxazaphospholidin-2-yl)-6,7-dimethoxy-2-methyl-quinoline (340146-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / LDA / ethyl acetate; tetrahydrofuran / -78 °C

2: 74 percent / p-TSA / toluene

With toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; ethyl acetate; toluene;

DOI:10.1016/S0040-4039(01)00027-2

upstream raw materials:

1-((2S,4S)-3-Benzyl-4-isopropyl-2-oxo-2λ⁵-[1,3,2]oxazaphospholidin-2-yl)-propan-2-one

N-benzyl-L-valinol

(2S,4S)-3-Benzyl-4-isopropyl-2-methyl-[1,3,2]oxazaphospholidine 2-oxide

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