9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester
CAS No.:1026801-65-9
Molecular Formula:C₃₀H₃₆N₂O₁₀S₂
Molecular Weight:648.755
Hs Code.:

9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

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Chemical Property of 9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

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Technology Process of 9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

There total 9 articles about 9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-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:

: 608-07-1
2-(5-methoxyindol-3-yl)ethylamine

: 1026801-65-9
9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: methanol / 2 h / Heating

2: NaBH₄ / methanol / 2 h / Ambient temperature

3: 2.) TFA / 1.) CHCl₃, RT, 30 min, 2.) CHCl₃, RT, 1 h

4: 1.) NaH / 1.) DMF, from -50 deg C to -40 deg C, 3 h, 2.) DMF, 1 h

5: 100 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 24 h / 3677.5 Torr

6: 96 percent / tetrahydrofuran / 2 h

7: 1.) LDA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 30 min

8: TEA / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; TEA; hydrogen; sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.44.900

Reference yield:

: 25119-60-2
N-benzyl-2-(5-methoxy-1H-indol-3-yl)ethan-1-amine

: 1026801-65-9
9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) TFA / 1.) CHCl₃, RT, 30 min, 2.) CHCl₃, RT, 1 h

2: 1.) NaH / 1.) DMF, from -50 deg C to -40 deg C, 3 h, 2.) DMF, 1 h

3: 100 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 24 h / 3677.5 Torr

4: 96 percent / tetrahydrofuran / 2 h

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 30 min

6: TEA / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; TEA; hydrogen; sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.44.900

Reference yield:

: 37465-51-3
benzylidene-[2-(5-methoxy-indol-3-yl)-ethyl]-amine

: 1026801-65-9
9-Benzenesulfonyl-1-(2-methanesulfonyloxy-1-methoxycarbonyl-but-3-enyl)-6-methoxy-1,3,4,9-tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: NaBH₄ / methanol / 2 h / Ambient temperature

2: 2.) TFA / 1.) CHCl₃, RT, 30 min, 2.) CHCl₃, RT, 1 h

3: 1.) NaH / 1.) DMF, from -50 deg C to -40 deg C, 3 h, 2.) DMF, 1 h

4: 100 percent / H₂, conc. HCl / 10percent Pd/C / methanol / 24 h / 3677.5 Torr

5: 96 percent / tetrahydrofuran / 2 h

6: 1.) LDA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 30 min

7: TEA / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; TEA; hydrogen; sodium hydride; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1248/cpb.44.900