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

Base Information

• Chemical Name: (2R,3R)-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzo
• Molecular Formula: C₂₇H₃₄NO₄*Cl
• Molecular Weight: 472.024

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

Chemical Property of (2R,3R)-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzo

Chemical Property:

Purity/Quality:

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There total 10 articles about (2R,3R)-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride 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:

3-methoxy-4-benzyloxy-α-bromoacetophenone (1835-12-7) → (+/-)-trans-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride (73053-63-1,82310-55-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 14.1 g / dimethylformamide / 8 h / 60 °C

2: 99 percent / NaBH₄ / ethanol / 1.) 0-5 deg C, 30 min; 2.) room temp., 3 h

3: 97 percent / H₂ / Pd-C (10percent) / ethanol; aq. HClO₄ / 12 h / Ambient temperature

4: 72 percent / K₂CO₃ / acetone / 48 h / Heating

5: 1.39 g / POCl₃ / toluene / 1.5 h / Heating

With sodium tetrahydroborate; hydrogen; potassium carbonate; trichlorophosphate; palladium on activated charcoal; In perchloric acid; ethanol; N,N-dimethyl-formamide; acetone; toluene;

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) → (+/-)-trans-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride (73053-63-1,82310-55-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 14.1 g / dimethylformamide / 8 h / 60 °C

2: 99 percent / NaBH₄ / ethanol / 1.) 0-5 deg C, 30 min; 2.) room temp., 3 h

3: 97 percent / H₂ / Pd-C (10percent) / ethanol; aq. HClO₄ / 12 h / Ambient temperature

4: 72 percent / K₂CO₃ / acetone / 48 h / Heating

5: 1.39 g / POCl₃ / toluene / 1.5 h / Heating

With sodium tetrahydroborate; hydrogen; potassium carbonate; trichlorophosphate; palladium on activated charcoal; In perchloric acid; ethanol; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

(+/-)-trans-1-(4-benzyloxy-3-methoxyphenacyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (73053-69-7,115075-64-4) → (+/-)-trans-10-benzyloxy-2-ethoxycarbonylmethyl-3-ethyl-1,2,3,4,6,7-hexahydro-9-methoxybenzoquinolizinium chloride (73053-63-1,82310-55-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / NaBH₄ / ethanol / 1.) 0-5 deg C, 30 min; 2.) room temp., 3 h

2: 97 percent / H₂ / Pd-C (10percent) / ethanol; aq. HClO₄ / 12 h / Ambient temperature

3: 72 percent / K₂CO₃ / acetone / 48 h / Heating

4: 1.39 g / POCl₃ / toluene / 1.5 h / Heating

With sodium tetrahydroborate; hydrogen; potassium carbonate; trichlorophosphate; palladium on activated charcoal; In perchloric acid; ethanol; acetone; toluene;

upstream raw materials:

(+/-)-trans-1-(4-benzyloxy-3-methoxyphenethyl)-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

3-methoxy-4-benzyloxy-α-bromoacetophenone

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

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

Downstream raw materials:

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

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

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

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