2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

Base Information

Chemical Name:2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester
CAS No.:213385-67-2
Molecular Formula:C₂₅H₂₇N₃O₃
Molecular Weight:417.508
Hs Code.:

Synonyms:2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

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Chemical Property of 2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

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Technology Process of 2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

There total 7 articles about 2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl 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: 91.0%

: 213385-66-1
2-((1S,3S)-1-tert-Butoxycarbonylamino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

: 213385-67-2
2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

: 6860-46-4
(4S)-4-methylhexanoyl chloride

: 213385-67-2
2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

2: 1.) KN(TMS)2; 2.) 2,4,6-triisopropylbenzenesulfonyl azide; 3.) AcOH / 1.) THF, -78 deg C; 2.) -78 deg C; 3.) -78 deg C -> r.t.

3: LiOH / tetrahydrofuran; H₂O

4: H₂ / Pd/C / ethanol

5: NaOH / dioxane; H₂O

6: diethyl phosphonocyanidate, Et₃N / tetrahydrofuran / 0 °C

7: DDQ / tetrahydrofuran / 2 h / Heating

8: CF₃COOH / CH₂Cl₂

With lithium hydroxide; sodium hydroxide; diethyl cyanophosphonate; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(98)01228-3

Reference yield:

: 185201-02-9
(S)-4-Benzyl-3-((S)-4-methyl-hexanoyl)-oxazolidin-2-one

: 213385-67-2
2-((1S,3S)-1-Amino-3-methyl-pentyl)-5-(1H-indol-3-yl)-oxazole-4-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KN(TMS)2; 2.) 2,4,6-triisopropylbenzenesulfonyl azide; 3.) AcOH / 1.) THF, -78 deg C; 2.) -78 deg C; 3.) -78 deg C -> r.t.

2: LiOH / tetrahydrofuran; H₂O

3: H₂ / Pd/C / ethanol

4: NaOH / dioxane; H₂O

5: diethyl phosphonocyanidate, Et₃N / tetrahydrofuran / 0 °C

6: DDQ / tetrahydrofuran / 2 h / Heating

7: CF₃COOH / CH₂Cl₂

With lithium hydroxide; sodium hydroxide; diethyl cyanophosphonate; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; acetic acid; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(98)01228-3