(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

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Chemical Name:(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate
CAS No.:1360157-23-8
Molecular Formula:C₅₉H₅₆N₄O₁₀S
Molecular Weight:1013.18
Hs Code.:

Synonyms:(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

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Chemical Property of (S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

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Technology Process of (S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

There total 3 articles about (S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate 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: 53.0%

: 1360157-21-6
N,N-bis(2,4-dimethoxybenzyl)-2-iodo-1-trityl-1H-imidazole-4-sulfonamide

: 156017-42-4
2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-iodo-propionic acid methyl ester

: 1360157-23-8
(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

Guidance literature:: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-iodo-propionic acid methyl ester; With iodine; zinc; In N,N-dimethyl-formamide;

N,N-bis(2,4-dimethoxybenzyl)-2-iodo-1-trityl-1H-imidazole-4-sulfonamide; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In N,N-dimethyl-formamide; at 40 ℃; for 2h;
DOI:10.1021/jo2025702

Reference yield:

: 1360157-19-2
N,N-bis(2,4-dimethoxybenzyl)-1H-imidazole-4-sulfonamide

: 1360157-23-8
(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.33 h

1.2: 18 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -30 °C / Inert atmosphere

2.2: 0.33 h / -30 - -5 °C / Inert atmosphere

3.1: iodine; zinc / N,N-dimethyl-formamide

3.2: 2 h / 40 °C

With n-butyllithium; potassium tert-butylate; iodine; zinc; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 3.1: Negishi coupling reaction / 3.2: Negishi coupling reaction;
DOI:10.1021/jo2025702

Reference yield:

: 1360157-20-5
N,N-bis(2,4-dimethoxybenzyl)-1-trityl-1H-imidazole-4-sulfonamide

: 1360157-23-8
(S)-methyl-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(N,N-bis(2,4-dimethoxybenzyl)sulfamoyl)-1-trityl-1H-imidazol-2-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -30 °C / Inert atmosphere

1.2: 0.33 h / -30 - -5 °C / Inert atmosphere

2.1: iodine; zinc / N,N-dimethyl-formamide

2.2: 2 h / 40 °C

With n-butyllithium; iodine; zinc; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 2.1: Negishi coupling reaction / 2.2: Negishi coupling reaction;
DOI:10.1021/jo2025702