(1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol

Base Information

• Chemical Name: (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol
• CAS No.: 461641-19-0
• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.446

Synonyms:(1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol

Chemical Property of (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol

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Technology Process of (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol

There total 10 articles about (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol 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: 91.0%

5-methyl-4-phenyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester (461641-11-2) → (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol (461641-19-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo049381f

Reference yield:

ethyl (E,E)-4-oxo-2-styrylbut-2-enoate (344907-95-5) → (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol (461641-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / 3 h / 24 °C

2: 91 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.08 h / 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; chloroform;

DOI:10.1021/jo049381f

Reference yield:

(1S,2R)-1-amino-7-methyl-2,3-dihydro-1H-inden-2-ol (461640-95-9) → (1S,2R)-(-)-cis-1-[(2R)-4-hydroxymethyl-2-phenyl-1,2,5,6-tetrahydropyridin-1-yl]-7-methylindan-2-ol (461641-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CHCl₃ / 3 h / 24 °C

2: 91 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.08 h / 20 °C

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; chloroform;

DOI:10.1021/jo049381f

upstream raw materials:

5-methyl-4-phenyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

cyclopent-2-enone

1-methylbuta-1,3-diene

7-methyl-1-indanone

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