(2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic Acid Ethyl Ester

Base Information

• Chemical Name: (2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo
• Molecular Formula: C₂₈H₃₇NO₅
• Molecular Weight: 467.605

Synonyms:(2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic Acid Ethyl Ester

Chemical Property of (2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzo

Chemical Property:

Purity/Quality:

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Useful:

There total 3 articles about (2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic Acid Ethyl Ester 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: 51.0%

trans-8-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxybenzoquinolizinium chloride (73136-35-3) → ethyl (+/-)-8-benzyloxy-3α-ethyl-1,3,4,6,7,11bα-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2β-acetate (56774-72-2,57130-35-5,109009-03-2)

Guidance literature:

platinum(IV) oxide; In ethanol; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1016/0040-4020(80)80049-4

Reference yield:

trans-8-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxybenzoquinolizinium chloride (73136-35-3) → (2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic Acid Ethyl Ester (57130-35-5)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethanol; for 0.333333h; Yield given;

DOI:10.1021/jo01298a025

Reference yield:

→ (2R,3R,11bS)-(-)-8-(Benzyloxy)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic Acid Ethyl Ester (57130-35-5)

Guidance literature:

quarternaeres Salz XIV, kat. Hydrierung;

DOI:10.1016/S0040-4039(00)72335-5

upstream raw materials:

trans-8-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxybenzoquinolizinium chloride

Downstream raw materials:

(2R,3R,11bS)-(-)-8-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetic acid

(2R,3R,11bS)-(-)-8-benzyloxy-N-(3-benzyloxy-4-methoxyphenethyl)-3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2H-benzoquinolizine-2-acetamide

(2R,3R,11bS)-(+)-2-(3,4-dihydro-6-hydroxy-7-methoxy-1-isoquinolyl)methyl-3-ethyl-1,3,4,6,7,11b-hexahydro-8-hydroxy-9,10-dimethoxy-2H-benzoquinolizine (alangicine)

ankorine

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