phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

Base Information

Chemical Name:phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate
CAS No.:944796-76-3
Molecular Formula:C₂₅H₂₇NO₆Se
Molecular Weight:516.452
Hs Code.:

Synonyms:phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

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Chemical Property of phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

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Technology Process of phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

There total 6 articles about phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate 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: 68.0%

: 944796-75-2
(2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboxylic acid

: 1666-13-3
diphenyl diselenide

: 944796-76-3
phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

Guidance literature:: With tributylphosphine; In dichloromethane; for 24h; Heating;
DOI:10.1021/jo070539g

Reference yield:

: 909281-78-3
(3S,7R,8aS)-3-(3,4-dimethoxybenzyl)-7-(methoxycarbonylmethyl)-5-oxo-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 944796-76-3
phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 35 percent / TiCl₄ / CH₂Cl₂ / 84 h / 20 °C

2: 76 percent / Dess-Martin periodinane(R) / CH₂Cl₂ / 28 h / 20 °C

3: 61 percent / NaClO₂; NaH₂PO₄; 1-methyl-1-cyclohexene / 2-methyl-propan-2-ol; H₂O; acetonitrile / 15 h / 20 °C

4: 68 percent / n-Bu₃P / CH₂Cl₂ / 24 h / Heating

With sodium chlorite; sodium dihydrogenphosphate; 1-methylcyclohex-1-ene; tributylphosphine; titanium tetrachloride; In dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo070539g

Reference yield:

: 80582-39-4
(2S)-2-amino-3-(3,4-dimethoxyphenyl)-1-propanol

: 944796-76-3
phenyl (2R,6S,11bR)-9,10-dimethoxy-2-(methoxycarbonylmethyl)-4-oxo-1,2,3,6,7,11b-hexahydrobenzo[a]quinolizine-6-carboselenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 67 percent / toluene / 24 h / Heating

2: 35 percent / TiCl₄ / CH₂Cl₂ / 84 h / 20 °C

3: 76 percent / Dess-Martin periodinane(R) / CH₂Cl₂ / 28 h / 20 °C

4: 61 percent / NaClO₂; NaH₂PO₄; 1-methyl-1-cyclohexene / 2-methyl-propan-2-ol; H₂O; acetonitrile / 15 h / 20 °C

5: 68 percent / n-Bu₃P / CH₂Cl₂ / 24 h / Heating

With sodium chlorite; sodium dihydrogenphosphate; 1-methylcyclohex-1-ene; tributylphosphine; titanium tetrachloride; In dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo070539g