benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

Base Information

Chemical Name:benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate
CAS No.:196947-56-5
Molecular Formula:C₃₂H₃₆N₂O₃
Molecular Weight:496.649
Hs Code.:

Synonyms:benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

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Chemical Property of benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

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Technology Process of benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

There total 3 articles about benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-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: 93.0%

: 75-36-5
acetyl chloride

: 196947-54-3
benzyl (1R,3S)-1-[(1-adamantyl)methyl]-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

: 196947-56-5
benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm000960w

Reference yield:

: 18220-83-2
adamantan-1-ylacetaldehyde

: 196947-56-5
benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / trifluoroacetic acid / CH₂Cl₂ / 23 h / 20 °C

2: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane; 1: Pictet-Spengler reaction / 2: Acetylation;
DOI:10.1021/jm000960w

Reference yield:

: 4299-69-8,141595-98-4
L-tryptophane benzyl ester

: 196947-56-5
benzyl (1R,3S)-1-[(1-adamantyl)methyl]-2-acetyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / trifluoroacetic acid / CH₂Cl₂ / 23 h / 20 °C

2: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / 20 °C

With dmap; triethylamine; trifluoroacetic acid; In dichloromethane; 1: Pictet-Spengler reaction / 2: Acetylation;
DOI:10.1021/jm000960w