(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Base Information

Chemical Name:(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline
CAS No.:1428872-55-2
Molecular Formula:C₃₈H₅₂N₂O₆S
Molecular Weight:664.907
Hs Code.:

Synonyms:(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

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Chemical Property of (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

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Technology Process of (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

There total 23 articles about (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline 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: 57.0%

: 1428872-54-1
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-9-(p-toluenesulfonyl)perhydroisoquinoline

: 101639-95-6
oct-7-enoyl chloride

: 1428872-55-2
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-9-(p-toluenesulfonyl)perhydroisoquinoline; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

oct-7-enoyl chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/c3cc41104d

Reference yield:

: 18719-24-9
oct-7-enoic acid

: 1428872-55-2
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;
DOI:10.1039/c3cc41104d

Reference yield:

: C₂₁H₃₆N₂O₅

: 1428872-55-2
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-4-[3-(1,3-dioxolan-2-yl)propyl]-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere

1.2: 2.5 h / 0 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

With sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c3cc41104d