(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester
CAS No.:352016-03-6
Molecular Formula:C₃₁H₃₃N₃O₇
Molecular Weight:559.619
Hs Code.:

(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

Synonyms:

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Chemical Property of (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

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Technology Process of (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

There total 5 articles about (S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester 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:

: 2-{[1-(4-benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid methyl ester

: 352016-03-6
(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0960-894X(01)00136-6

Reference yield:

: 6527-32-8
4-(benzyloxy)-3,5-dimethoxybenzaldehyde

: 352016-03-6
(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / toluene / 20 h / Heating

2: LiOH / tetrahydrofuran / Heating

3: PyBop; triethylamine / CH₂Cl₂

4: tetrabutylammonium fluoride / tetrahydrofuran

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Pictet-Spengler reaction;
DOI:10.1016/S0960-894X(01)00136-6

Reference yield:

: 4299-70-1
L-tryptophan methyl ester

: 352016-03-6
(S)-2-{[(1R,3S)-1-(4-Benzyloxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / toluene / 20 h / Heating

2: LiOH / tetrahydrofuran / Heating

3: PyBop; triethylamine / CH₂Cl₂

4: tetrabutylammonium fluoride / tetrahydrofuran

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1: Pictet-Spengler reaction;
DOI:10.1016/S0960-894X(01)00136-6