methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

Base Information

Chemical Name:methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate
CAS No.:398118-91-7
Molecular Formula:C₂₆H₂₉N₃O₅
Molecular Weight:463.533
Hs Code.:

Synonyms:methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

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Chemical Property of methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

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Technology Process of methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

There total 2 articles about methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-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: 50.0%

: 4299-70-1
L-tryptophan methyl ester

: 398118-87-1
(2S,4R,5R)-N-(2-formylmethyl-4-methyl-1,3-dioxane-5-yl)benzamide

: 398118-92-8
methyl (1S,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

: 398118-91-7
methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

Guidance literature:: With sodium sulfate; In chloroform; at 60 ℃; for 60h;
DOI:10.1021/jo0057351

Reference yield:

: 296766-50-2
[(2S,4R,5R)-N-2-(2,2-dimethoxyethyl)-4-methyl-1,3-dioxan-5-yl]benzamide

: 398118-91-7
methyl (1R,3S,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)-methyl-1,2,3,4-tetrahydrocarboline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: oxalic acid; silicagel / CHCl₃ / 50 °C

2: 50 percent / Na₂SO₄ / CHCl₃ / 60 h / 60 °C

With oxalic acid; silica gel; sodium sulfate; In chloroform; 2: Pictet-Spengler condensation;
DOI:10.1021/jo0057351