(1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester
• CAS No.: 402959-44-8
• Molecular Formula: C₃₀H₄₅N₅O₅
• Molecular Weight: 555.718
• Mol file: 402959-44-8.mol

Synonyms:

Chemical Property of (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester

There total 6 articles about (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-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:

2-pyrazylcarboxylic acid (98-97-5) → (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester (402959-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt; EDCl

2: aq. NaOH / methanol

3: HOAt; DCC / CH₂Cl₂; tetrahydrofuran

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.007

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid (37736-82-6) → (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester (402959-44-8)

Guidance literature:

Multi-step reaction with 5 steps

1: HOBt; EDCl / tetrahydrofuran

2: HCl / dioxane; tetrahydrofuran

3: HOBt; EDCl

4: aq. NaOH / methanol

5: HOAt; DCC / CH₂Cl₂; tetrahydrofuran

With hydrogenchloride; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.007

Reference yield:

L-tert-leucine methyl ester hydrochloride (63038-27-7,167223-43-0) → (1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid ethyl ester (402959-44-8)

Guidance literature:

Multi-step reaction with 5 steps

1: HOBt; EDCl / tetrahydrofuran

2: HCl / dioxane; tetrahydrofuran

3: HOBt; EDCl

4: aq. NaOH / methanol

5: HOAt; DCC / CH₂Cl₂; tetrahydrofuran

With hydrogenchloride; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.007

upstream raw materials:

(1S,3aR,6aS)-ethyl octahydrocyclopenta[c]pyrrole-1-carboxylate

(S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyric acid

2-pyrazylcarboxylic acid

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid

Downstream raw materials:

(1S,3aR,6aS)-2-((S)-2-{(S)-3-Cyclohexyl-2-[(pyrazine-2-carbonyl)-amino]-propionylamino}-3,3-dimethyl-butyryl)-octahydro-cyclopenta[c]pyrrole-1-carboxylic acid