(2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide

Base Information

• Chemical Name: (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide
• CAS No.: 1542795-98-1
• Molecular Formula: C₂₄H₂₆NO₄P
• Molecular Weight: 423.448

Synonyms:(2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide

Chemical Property of (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide

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Technology Process of (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide

There total 3 articles about (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide 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: 78.0%

2-(phenylsulfonyl)pyridine (24244-60-8) + (S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2H-benzo[d][1,3]oxaphosphole 3-oxide (1338453-99-8) → (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide (1542795-98-1)

Guidance literature:

2-(phenylsulfonyl)pyridine; (S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2H-benzo[d][1,3]oxaphosphole 3-oxide; With lithium diisopropyl amide; In tetrahydrofuran; ethylbenzene; at -78 - -70 ℃; for 1h; Inert atmosphere;

With methanol; In tetrahydrofuran; ethylbenzene; at -78 - 20 ℃; for 2h;

DOI:10.1021/jo4024864

Reference yield: 78.0%

→ (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide (1542795-98-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; ethylbenzene; at -78 - 20 ℃; Inert atmosphere;

Reference yield:

2-chloropyridine (109-09-1) → (2R,3S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2-(pyridin-2-yl)-2H-benzo[d][1,3]oxaphosphole-3-oxide (1542795-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / water / 17 h / 90 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; ethylbenzene / 1 h / -78 - -70 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C

With acetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethylbenzene; water;

DOI:10.1021/jo4024864

upstream raw materials:

2-chloropyridine

2-(phenylsulfonyl)pyridine

(S)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2H-benzo[d][1,3]oxaphosphole 3-oxide

Downstream raw materials:

2-((2R,3R)-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-2-yl)pyridine

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