(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

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Chemical Name:(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate
CAS No.:937247-85-3
Molecular Formula:C₂₄H₂₉N₃O₃S
Molecular Weight:439.579
Hs Code.:

Synonyms:(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

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Chemical Property of (R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

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Technology Process of (R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

There total 4 articles about (R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate 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%

: 5241-64-5
Boc-D-Trp-OH

: 2393-23-9
4-methoxy-benzylamine

: 937247-85-3
(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

Guidance literature:: Boc-D-Trp-OH; 4-methoxy-benzylamine; With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

With Lawessons reagent; In 1,2-dimethoxyethane; at 80 ℃; for 2h;
DOI:10.1016/j.tetlet.2010.03.037

Reference yield: 83.0%

: 956489-58-0
(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-ylcarbamate

: 937247-85-3
(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

Guidance literature:: With Lawessons reagent; In 1,2-dimethoxyethane; at 85 ℃; for 2h;
DOI:10.1021/jm0704550

Reference yield:

: 5241-64-5
Boc-D-Trp-OH

: 937247-85-3
(R)-tert-butyl 1-(4-methoxybenzylamino)-3-(1H-indol-3-yl)-1-thioxopropan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: (benzotriazol-1-yloxy)-tris(dimethylamino)-phosphonium*PF₆; N-methyl-morpholine / CH₂Cl₂ / 1 h / 20 °C

2: Lawesson's reagent / 1,2-dimethoxy-ethane / 2 h / 85 °C

With Lawessons reagent; 4-methyl-morpholine; In 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jm070024h