3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

Base Information

Chemical Name:3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol
CAS No.:182066-01-9
Molecular Formula:C₃₀H₃₄N₂O₄
Molecular Weight:486.611
Hs Code.:

Synonyms:3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

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Chemical Property of 3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

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Technology Process of 3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

There total 1 articles about 3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol 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:

: 36199-02-7
3,4-di-O-benzyl-D-mannitol

: 182066-01-9
3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) triphenylphosphine, diisopropyl diazodicarboxylate / 1.) toluene, 0 deg C, 30 min, 2.) 130 deg C, 0.01 mmHg, 2.5 h

2: 26 percent / aq. HClO₄ / 4 h / 25 °C

With perchloric acid; di-isopropyl azodicarboxylate; triphenylphosphine;
DOI:10.1016/S0968-0896(96)00266-0

Reference yield: 100.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 182066-01-9
3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

: 182066-02-0
3-[2-((2S,3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-2-hydroxymethyl-piperidin-1-yl)-ethyl]-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane;
DOI:10.1016/0960-894X(96)00289-2

Reference yield:

: 182066-01-9
3,4-di-O-benzyl-1,5-dideoxy-1,5-[2'-(1H-indol-3-yl)-ethyl]-imino-L-gulitol

: 184781-26-8
3-{2-[(2S,3R,4R,5S)-5-Amino-3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-piperidin-1-yl]-ethyl}-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / NaOH, Bu₄NHSO₄ / CH₂Cl₂

2: dimethylformamide

3: 61 percent / Ph₃P, HN₃, DEAD / tetrahydrofuran / 0 °C

4: H₂ / Pd/C / ethanol

With sodium hydroxide; tris-(2-chloro-ethyl)-amine; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00289-2