(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

Base Information

Chemical Name:(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline
CAS No.:160847-20-1
Molecular Formula:C₂₉H₂₈N₂O₆S
Molecular Weight:532.617
Hs Code.:

Synonyms:(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

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Chemical Property of (1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

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Technology Process of (1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

There total 1 articles about (1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline 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: 55.0%

: 142656-10-8
(1RS)-2-(benzyloxycarbonyl)-1,2,3,4-tetrahydro-1-<(methoxycarbonyl)methyl>-β-carboline

: 98-59-9
p-toluenesulfonyl chloride

: 160847-20-1
(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 12h; Ambient temperature;
DOI:10.1055/s-1994-25669

Reference yield: 86.0%

: 160847-20-1
(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

: 160847-21-2
(1RS)-2-benzyloxycarbonyl-1-(2-hydroxyethyl)-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

Guidance literature:: With lithium borohydride; In 1,2-dimethoxyethane; for 24h; Ambient temperature;
DOI:10.1055/s-1994-25669

Reference yield:

: 160847-20-1
(1RS)-2-benzyloxycarbonyl-1-methoxycarbonylmethyl-N-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-β-carboline

: (2β,3α,12bα)-2-(1,3-dimethyl-2,4,6-trioxopyrimidin-5-yl)-3-ethyl-N-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / LiBH₄ / 1,2-dimethoxy-ethane / 24 h / Ambient temperature

2: 76 percent / molecular sieves 4A, 4-methylmorpholine N-oxide, tetrapropylammonium perruthenate / CH₂Cl₂ / Ambient temperature

3: ethylenediammonium diacetate / 50 - 60 °C / Irradiation

4: 16 h / 50 - 60 °C / Irradiation

5: 56 percent / H₂ / 10percent Pd/C / methanol; ethanol / 24 h / Ambient temperature

With lithium borohydride; tetrapropylammonium perruthennate; 4 A molecular sieve; hydrogen; 4-methylmorpholine N-oxide; ethylenediamine diacetic acid; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane;
DOI:10.1055/s-1994-25669