(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

Base Information

Chemical Name:(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester
CAS No.:946851-45-2
Molecular Formula:C₃₁H₃₄N₂O₃S
Molecular Weight:514.689
Hs Code.:

Synonyms:(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

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Chemical Property of (S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

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Technology Process of (S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

There total 7 articles about (S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl 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: 74.0%

: 946851-44-1
(S)-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

: 13057-19-7
Iodomethyl methyl ether

: 946851-45-2
(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

Guidance literature:: (S)-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.0166667h;

Iodomethyl methyl ether; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Further stages.;
DOI:10.1002/anie.200700684

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 946851-45-2
(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / isobutyl chloroformate; N-methylmorpholine; aq. NH₃ / tetrahydrofuran / 16 h / -20 - 25 °C

2.1: 82 percent / Lawesson reagent / tetrahydrofuran / 16 h / 25 °C

3.1: KHCO₃ / 1,2-dimethoxy-ethane / 24 h / -15 °C

3.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / -15 °C

4.1: trifluoroacetic acid / CH₂Cl₂

5.1: NEt₃ / 1,2-dimethoxy-ethane / 16 h / 25 °C

6.1: lithium diisopropylamide / tetrahydrofuran / 0.02 h / -78 °C

6.2: 74 percent / tetrahydrofuran / 0.08 h / -78 °C

With Lawessons reagent; 4-methyl-morpholine; ammonium hydroxide; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; isobutyl chloroformate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 3.2: Hantzsch synthesis;
DOI:10.1002/anie.200700684

Reference yield:

: 35150-08-4
Boc-Val-NH₂

: 946851-45-2
(S)-5-methoxymethyl-2-[2-methyl-1-(tritylamino)propyl]-thiazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / Lawesson reagent / tetrahydrofuran / 16 h / 25 °C

2.1: KHCO₃ / 1,2-dimethoxy-ethane / 24 h / -15 °C

2.2: trifluoroacetic anhydride; pyridine / 1,2-dimethoxy-ethane / 2 h / -15 °C

3.1: trifluoroacetic acid / CH₂Cl₂

4.1: NEt₃ / 1,2-dimethoxy-ethane / 16 h / 25 °C

5.1: lithium diisopropylamide / tetrahydrofuran / 0.02 h / -78 °C

5.2: 74 percent / tetrahydrofuran / 0.08 h / -78 °C

With Lawessons reagent; potassium hydrogencarbonate; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 2.2: Hantzsch synthesis;
DOI:10.1002/anie.200700684