1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

Base Information

Chemical Name:1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester
CAS No.:849093-09-0
Molecular Formula:C₂₇H₃₂N₂O₅S
Molecular Weight:496.627
Hs Code.:

1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid <i>tert</i>-butyl ester

Synonyms:1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

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Chemical Property of 1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

There total 8 articles about 1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl 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:

: 849092-96-2
1-(4-hydroxy-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

: 849093-09-0
1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/ol0473391

Reference yield:

: 849092-85-9
N-(5-benzyloxy-pent-1-ynyl)-N-[2-(1H-indol-3-yl)-ethyl]-4-methyl-benzenesulfonamide

: 849093-09-0
1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / p-nitrobenzenesulfonic acid / toluene / 0.08 h / 70 °C

2: Pd(OH)2 / ethyl acetate; ethanol / 48 h / 20 °C / 4137.18 Torr

3: DMAP / CH₂Cl₂ / 4 h / 20 °C

4: 291.0 mg / H₂ / Pd/C / ethyl acetate; methanol / 20 °C / 760 Torr

5: 32.0 mg / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With dmap; oxalyl dichloride; p-nitrobenzenesulfonic acid; hydrogen; dimethyl sulfoxide; triethylamine; palladium dihydroxide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethyl acetate; toluene; 1: Pictet-Spengler cyclization / 5: Swern oxidation;
DOI:10.1021/ol0473391

Reference yield:

: 849092-87-1
1-(4-benzyloxy-butyl)-2-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

: 849093-09-0
1-(4-oxo-butyl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-β-carboline-9-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂ / 4 h / 20 °C

2: 291.0 mg / H₂ / Pd/C / ethyl acetate; methanol / 20 °C / 760 Torr

3: 32.0 mg / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

With dmap; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; 3: Swern oxidation;
DOI:10.1021/ol0473391