(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

Base Information

Chemical Name:(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate
CAS No.:1196967-52-8
Molecular Formula:C₂₄H₂₆N₂O₇S
Molecular Weight:486.546
Hs Code.:

Synonyms:(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

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Chemical Property of (1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

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Technology Process of (1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

There total 1 articles about (1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate 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:

: 1196967-51-7
C₁₆H₁₈N₂O₅S

: 501-53-1,94274-21-2
benzyl chloroformate

: 1196967-52-8
(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

Guidance literature:: C₁₆H₁₈N₂O₅S; With formaldehyd; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; triethylamine; (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;

benzyl chloroformate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; optical yield given as %ee; stereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.200902192

Reference yield:

: 1196967-52-8
(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

: 1196967-53-9
C₂₄H₂₅IN₂O₇S

Guidance literature:: With N-iodo-succinimide; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.200902192

Reference yield:

: 1196967-52-8
(1S)-2-((benzyloxy)carbonyl)-1-(2-(methoxycarbonyl)ethyl)-1,3,4,9-terahydro-1H-pyrido[3,4-b]indol-8-yl methanesulfonate

: C₄₆H₅₂N₄O₁₁S

Guidance literature:: Multi-step reaction with 3 steps

1: N-iodo-succinimide / dichloromethane / 1 h / 20 °C / Inert atmosphere; Darkness

2: silver(I) triflimide / dichloromethane / 1.67 h / 0 °C / Inert atmosphere; Darkness

3: lithium hydroxide monohydrate / water; methanol / 6 h / 20 °C / Inert atmosphere

With N-iodo-succinimide; lithium hydroxide monohydrate; silver(I) triflimide; In methanol; dichloromethane; water; 2: |Friedel-Crafts Alkylation;
DOI:10.1002/anie.201609285