tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

Base Information

• Chemical Name: tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate
• CAS No.: 1334785-10-2
• Molecular Formula: C₂₈H₃₅N₃O₃
• Molecular Weight: 461.604
• Mol file: 1334785-10-2.mol

Synonyms:tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

Chemical Property of tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

There total 11 articles about tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-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%

tert-butyl 2-[(1R)-5-bromo-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1314319-10-2) + 4-carbamoylphenylboronic acid (123088-59-5) → tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1334785-10-2)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; diisopropylamine; In water; acetonitrile; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.09.047

Reference yield:

(1R)-5-bromo-2,3-dihydro-1H-inden-1-amine (1228561-27-0) → tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1334785-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 16 h / 50 °C

1.2: 26 h / 20 - 60 °C / Inert atmosphere

2.1: diisopropylamine / trisodium tris(3-sulfophenyl)phosphine; palladium diacetate / acetonitrile; water / 2 h / 90 °C

With diisopropylamine; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; In methanol; water; acetonitrile;

Reference yield:

tert-butyl 4-(chloromethyl)-4-formylpiperidine-1-carboxylate (1312131-48-8) → tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1334785-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 16 h / 50 °C

1.2: 26 h / 20 - 60 °C / Inert atmosphere

2.1: diisopropylamine / trisodium tris(3-sulfophenyl)phosphine; palladium diacetate / acetonitrile; water / 2 h / 90 °C

With diisopropylamine; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; In methanol; water; acetonitrile;

upstream raw materials:

tert-butyl 2-[(1R)-5-bromo-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

4-carbamoylphenylboronic acid

5-Bromo-1-indanone

1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

Downstream raw materials:

4-[(R)-1-(2,7-diaza-spiro[3.5]non-2-yl)-indan-5-yl]-benzamide hydrochloride

4-[(1R)-1-{7-[(7-methylimidazo[1,2-a]pyridin-2-yl)acetyl]-2,7-diazaspiro[3.5]non-2-yl}-2,3-dihydro-1H-inden-5-yl]benzamide