Tert-butyl octahydro-1H-indole-2-carboxylate

Base Information

• Chemical Name: Tert-butyl octahydro-1H-indole-2-carboxylate
• CAS No.: 108395-21-7
• Molecular Formula: C₁₃H₂₃NO₂
• Molecular Weight: 225.331
• DSSTox Substance ID: DTXSID40536191
• Mol file: 108395-21-7.mol

Synonyms:108395-21-7;OCTAHYDRO-INDOLE-2-CARBOXYLIC ACID TERT-BUTYL ESTER;TERT-BUTYL OCTAHYDRO-1H-INDOLE-2-CARBOXYLATE;1H-Indole-2-carboxylicacid, octahydro-, 1,1-dimethylethyl ester, (2R,3aR,7aR)-rel-;tert-butyl 2,3,3a,4,5,6,7,7a-octahydro-1H-indole-2-carboxylate;111821-05-7;96015-98-4;SCHEMBL3053474;DTXSID40536191;OCFZHGWTHXLDLR-UHFFFAOYSA-N;AKOS010135390;AB18902;SB30697;EN300-153161;OCTAHYDRO-INDOLE-2-CARBOXYLICACIDTERT-BUTYLESTER;Z600614550

Chemical Property of Tert-butyl octahydro-1H-indole-2-carboxylate

Chemical Property:

• Boiling Point: 297.8±23.0 °C(Predicted)
• PKA: 9.44±0.40(Predicted)
• PSA: 38.33000
• Density: 1.006±0.06 g/cm3(Predicted)
• LogP: 2.57760
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.172878976
• Heavy Atom Count: 16
• Complexity: 270

Purity/Quality:

98%min ^*data from raw suppliers

tert-ButylOctahydro-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CC2CCCCC2N1

Technology Process of Tert-butyl octahydro-1H-indole-2-carboxylate

There total 4 articles about Tert-butyl 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: 76.0%

(+/-)-(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) + isobutene (115-11-7,15220-85-6) → (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid 1,1-dimethylethyl ester (80876-00-2,96015-98-4,108395-21-7,108507-43-3,111821-05-7)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; at 20 ℃; for 20h;

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 alcohol (75-65-0) → (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid 1,1-dimethylethyl ester (80876-00-2,96015-98-4,108395-21-7,108507-43-3,111821-05-7)

Guidance literature:

With sulfuric acid; In 1,4-dioxane;

DOI:10.1021/jm00389a006

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → (2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid 1,1-dimethylethyl ester (80876-00-2,96015-98-4,108395-21-7,108507-43-3,111821-05-7)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Rh/C / acetic acid

2: aq. 15percent HCl / 4 h / Heating

3: 76 percent / conc. H₂SO₄ / dioxane / 20 h / 20 °C

With hydrogenchloride; sulfuric acid; hydrogen; Rh on carbon; In 1,4-dioxane; acetic acid;

DOI:10.1021/jm00389a006

upstream raw materials:

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

isobutene

tert-butyl alcohol

2-carbethoxyindole

Downstream raw materials:

(2α,3aβ,7aβ)-octahydro-1H-indole-2-carboxylic acid tert-butyl ester

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

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

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