(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Base Information

Chemical Name:(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline
CAS No.:1428872-56-3
Molecular Formula:C₃₇H₅₀N₂O₄S
Molecular Weight:618.881
Hs Code.:

Synonyms:(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

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Chemical Property of (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

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Technology Process of (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

There total 25 articles about (4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-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: 80.0%

: 1428872-64-3
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)-4-perhydroisoquinolinebutyraldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1428872-56-3
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-9-(p-toluenesulfonyl)-4-perhydroisoquinolinebutyraldehyde; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1039/c3cc41104d

Reference yield:

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

: 1428872-56-3
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With potassium tert-butylate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 3.1: |Wittig Olefination;
DOI:10.1039/c3cc41104d

Reference yield:

: 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

: 1428872-56-3
(4R,4aR,6S,7S,8aS)-7-(benzyloxy)-6,4-(iminomethano)-2-(7-octenoyl)-4-(4-pentenyl)-9-(p-toluenesulfonyl)perhydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With potassium tert-butylate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 2.1: |Wittig Olefination;
DOI:10.1039/c3cc41104d