(2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine-2-acetamide

Base Information

• Chemical Name: (2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzo
• Molecular Formula: C₄₂H₄₇N₃O₄
• Molecular Weight: 657.853

Synonyms:(2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine-2-acetamide

Chemical Property of (2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzo

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There total 4 articles about (2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine-2-acetamide 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: 93.0%

5-benzyloxytryptamine (20776-45-8) + (+/-)-9-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-10-methoxy-2H-benzoquinolizine-2β-acetic acid (73053-54-0,73650-73-4) → (+/-)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3α-ethyl-1,3,4,6,7,11bα-hexahydro-10-methoxy-2H-benzoquinolizine-2β-acetamide (74059-18-0,106622-53-1)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1248/cpb.33.3724

Reference yield: 86.0%

5-benzyloxytryptamine (20776-45-8) + (2R,3R,11bS)-(-)-9-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine-2-acetic acid (73053-54-0,73650-73-4) → (2R,3R,11bS)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine-2-acetamide (106622-53-1)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1248/cpb.35.2355

Reference yield:

((3S,4S)-6-Ethoxy-3-ethyl-2,3,4,5-tetrahydro-pyridin-4-yl)-acetic acid ethyl ester (56774-65-3,96790-30-6,96790-31-7,97673-06-8,109009-07-6) → (+/-)-9-benzyloxy-N-<2-(5-benzyloxy-1H-indol-3-yl)ethyl>-3α-ethyl-1,3,4,6,7,11bα-hexahydro-10-methoxy-2H-benzoquinolizine-2β-acetamide (74059-18-0,106622-53-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 93 percent / diethyl phosphorocyanidate, Et₃N / dimethylformamide / 6 h / Ambient temperature

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.33.3724

upstream raw materials:

5-benzyloxytryptamine

(+/-)-9-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-10-methoxy-2H-benzoquinolizine-2β-acetic acid

((3S,4S)-6-Ethoxy-3-ethyl-2,3,4,5-tetrahydro-pyridin-4-yl)-acetic acid ethyl ester

trans-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Downstream raw materials:

<2S-<2α(R*),3β,11bβ>>-9-benzyloxy-2-<(6-benzyloxy-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol-1-yl)methyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine

(+)-O,O-dibenzyl-9-demethyltubulosine

<2R^*-<2α(S^*),3β,11bβ>>-9-benzyloxy-2-<(6-benzyloxy-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol-1-yl)methyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine

<2R^*-<2α(R^*),3β,11bβ>>-9-benzyloxy-2-<(6-benzyloxy-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indol-1-yl)methyl>-3-ethyl-1,3,4,6,7,11b-hexahydro-10-methoxy-2H-benzoquinolizine

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