(3AS,7AR)-Tert-butyl 5-oxooctahydro-1H-indole-1-carboxylate

Base Information

• Chemical Name: (3AS,7AR)-Tert-butyl 5-oxooctahydro-1H-indole-1-carboxylate
• CAS No.: 143268-07-9
• Molecular Formula: C13H21NO3
• Molecular Weight: 239.313
• European Community (EC) Number: 964-358-8
• Mol file: 143268-07-9.mol

Synonyms:(3AS,7AR)-TERT-BUTYL 5-OXOOCTAHYDRO-1H-INDOLE-1-CARBOXYLATE;Rac-tert-Butyl (3ar,7as)-5-oxo-octahydro-1h-indole-1-carboxylate;SCHEMBL5939289;CS-0217198

Chemical Property of (3AS,7AR)-Tert-butyl 5-oxooctahydro-1H-indole-1-carboxylate

Chemical Property:

• PSA: 46.61000
• LogP: 2.30290
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 239.15214353
• Heavy Atom Count: 17
• Complexity: 332

Purity/Quality:

98%min ^*data from raw suppliers

cis-rac-N-boc-5-oxooctahydro-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2C1CCC(=O)C2
• Isomeric SMILES: CC(C)(C)OC(=O)N1CC[C@@H]2[C@H]1CCC(=O)C2
• Uses: An intermediate in the synthesis of a series of analogs of Manzamine A, an antimalarial agent.

Technology Process of (3AS,7AR)-Tert-butyl 5-oxooctahydro-1H-indole-1-carboxylate

There total 4 articles about (3AS,7AR)-Tert-butyl 5-oxooctahydro-1H-indole-1-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: 99.0%

(3aS,7aR)-5-Hydroxy-octahydro-indole-1-carboxylic acid tert-butyl ester (908847-81-4) → 5-oxo-1-(tert-butoxycarbonyl)-2,3,3a,4,5,6,7,7a-octahydroindole (143268-07-9)

Guidance literature:

With pyridine; Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol061320b

Reference yield:

indol-5-ol (1953-54-4) → 5-oxo-1-(tert-butoxycarbonyl)-2,3,3a,4,5,6,7,7a-octahydroindole (143268-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / Rh on alumina / H₂O; methanol / 23 h / 60 °C / 72400.7 Torr

1.2: 48 percent / H₂O; tetrahydrofuran / 18 h

2.1: 99 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

With pyridine; hydrogen; Dess-Martin periodane; rhodium on alumina; In methanol; dichloromethane; water;

DOI:10.1021/ol061320b

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 5-oxo-1-(tert-butoxycarbonyl)-2,3,3a,4,5,6,7,7a-octahydroindole (143268-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen / Rh on alumina / H₂O; methanol / 23 h / 60 °C / 72400.7 Torr

1.2: 48 percent / H₂O; tetrahydrofuran / 18 h

2.1: 99 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

With pyridine; hydrogen; Dess-Martin periodane; rhodium on alumina; In methanol; dichloromethane; water;

DOI:10.1021/ol061320b

upstream raw materials:

methanol

5-hydroxyindole-2-carboxylic acid

di-tert-butyl dicarbonate

(3aS,7aR)-5-Hydroxy-octahydro-indole-1-carboxylic acid tert-butyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 143268-07-9 (3AS,7AR)-TERT-BUTYL 5-OXOOCTAHYDRO-1H-INDOLE-1-CARBOXYLATE

Send

Send

Metric Ton KG G Pound L ML

Send

Send