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

Base Information

• Chemical Name: (2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-2H-benzo
• Molecular Formula: C₂₇H₃₅NO₄
• Molecular Weight: 437.579

Synonyms:(2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-2H-benzoquinolizine-2-acetic acid ethyl ester

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

Chemical Property:

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There total 12 articles about (2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-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: 70.0%

(2R,3R)-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride (82310-55-2) → (2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-2H-benzoquinolizine-2-acetic acid ethyl ester (82310-54-1)

Guidance literature:

With hydrogen; platinum; In ethanol; for 1h; under 760 Torr; Ambient temperature;

Reference yield:

(4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid ethyl ester (82310-90-5) → (2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-2H-benzoquinolizine-2-acetic acid ethyl ester (82310-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / K₂CO₃ / acetone / 26 h / Heating

2: POCl₃ / toluene / 1.5 h / Heating

3: H₂ / Pt / ethanol / 1 h / 760 Torr / Ambient temperature

With hydrogen; potassium carbonate; trichlorophosphate; platinum; In ethanol; acetone; toluene;

Reference yield:

(4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid (82260-60-4) → (2R,3R,11bS)-(-)-10-benzyloxy-3-ethyl-1,3,4,6,7,11b-hexahydro-9-methoxy-2H-benzoquinolizine-2-acetic acid ethyl ester (82310-54-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / HCl / 24 h / 15 °C

2: 96 percent / K₂CO₃ / acetone / 26 h / Heating

3: POCl₃ / toluene / 1.5 h / Heating

4: H₂ / Pt / ethanol / 1 h / 760 Torr / Ambient temperature

With hydrogenchloride; hydrogen; potassium carbonate; trichlorophosphate; platinum; In ethanol; acetone; toluene;

upstream raw materials:

(2R,3R)-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride

(4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid ethyl ester

(4R,5R)-(+)-5-ethyl-1-(4-hydroxy-3-methoxyphenethyl)-2-oxo-4-piperidineacetic acid

(+/-)-trans-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride

Downstream raw materials:

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

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

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

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

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