tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate

Base Information

• Chemical Name: tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate
• CAS No.: 80828-33-7
• Molecular Formula: C₂₈H₄₂N₂O₅
• Molecular Weight: 486.652
• Mol file: 80828-33-7.mol

Synonyms:tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate

Chemical Property of tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate

There total 13 articles about tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate 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:

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid (80828-13-3,80875-98-5,82717-40-6,87679-20-7,87679-39-8,87679-51-4,87679-58-1,88547-85-7,88585-94-8,96844-78-9,108507-42-2,145438-94-4,145438-95-5,145513-90-2,145513-91-3,145513-92-4,145513-93-5,2055118-14-2) → (2R,3aR,7aR)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid tert-butyl ester (80828-33-7,80876-04-6,87679-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

3: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, overnight

With sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm00389a006

Reference yield:

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid (80828-13-3,80875-98-5,82717-40-6,87679-20-7,87679-39-8,87679-51-4,87679-58-1,88547-85-7,88585-94-8,96844-78-9,108507-42-2,145438-94-4,145438-95-5,145513-90-2,145513-91-3,145513-92-4,145513-93-5,2055118-14-2) → (2S,3aS,7aS)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid tert-butyl ester (80828-33-7,80876-04-6,87679-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

3: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, overnight

With sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm00389a006

Reference yield:

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid (80828-13-3,80875-98-5,82717-40-6,87679-20-7,87679-39-8,87679-51-4,87679-58-1,88547-85-7,88585-94-8,96844-78-9,108507-42-2,145438-94-4,145438-95-5,145513-90-2,145513-91-3,145513-92-4,145513-93-5,2055118-14-2) → tert-butyl (2S,3aS,7aS)-1-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-L-alanyl)octahydro-1H-indole-2-carboxylate (80828-33-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

3: 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / a) 0 deg C, 1 h, b) RT, overnight

With sulfuric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm00389a006

upstream raw materials:

N-<1(R)-(ethoxycarbonyl)-3-phenylpropyl>-(S)-alanine

(2R,3aR,7aR)-Octahydro-indole-2-carboxylic acid tert-butyl ester

2-carbethoxyindole

(+/-)-(2S,3aS,7aS)-octahydroindole-2-carboxylic acid

Downstream raw materials:

(2R,3aR,7aR)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid; hydrochloride

(2R,3aR,7aR)-1-[(S)-2-((R)-1-Carboxy-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-1-[(S)-2-((R)-1-Ethoxycarbonyl-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-1-[(S)-2-((R)-1-Carboxy-3-phenyl-propylamino)-propionyl]-octahydro-indole-2-carboxylic acid