(-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine

Base Information

• Chemical Name: (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzo
• Molecular Formula: C₂₆H₃₅NO₃
• Molecular Weight: 409.569

Synonyms:(-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine

Chemical Property of (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzo

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

There total 24 articles about (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine 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:

(2R,3R)-2-(2-Benzyloxy-ethyl)-3-ethyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-pyrido[2,1-a]isoquinolinylium; perchlorate → (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine (122937-65-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 2h; under 760 Torr; Yield given; Ambient temperature;

Reference yield:

C26H35NO4 → (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine (122937-65-9)

Guidance literature:

C₂₆H₃₅NO₄; With trichlorophosphate; In toluene; for 2h; Reflux;

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

DOI:10.1002/asia.201100219

Reference yield:

(+)-(4S,5R)-4-(2-Benzyloxyethyl)-5-ethyl-3,4,5,6-tetrahydro-2-pyrone (123001-21-8) → (-)-(2R,3R,11bS)-2-(2-Benzyloxyethyl)-3-ethyl-1,2,3,4,6,7-hexahydro-9,10-dimethoxy-11bH-benzoquinolizidine (122937-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 135 °C

DOI:10.1016/S0040-4039(00)80653-X

upstream raw materials:

(+)-(3S,4R)-3-(2-Benzyloxyethyl)-N-(3,4-dimethoxyphenethyl)-4-hydroxymethylhexacarboxamide

(-)-Ethyl (4R)-(E)-4-Hydroxymethylhex-2-enoate

(S)-2-(2-Bromo-1-ethoxy-ethoxymethyl)-butyraldehyde

ethyl (2E,4R)-4-(tert-butyldimethylsilyloxymethyl)-2-hexenoate

Downstream raw materials:

(-)-Protoemetine

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