4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

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Chemical Name:4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine
CAS No.:131685-17-1
Molecular Formula:C₂₅H₂₉NO₃S
Molecular Weight:423.576
Hs Code.:

Synonyms:

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Chemical Property of 4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

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Technology Process of 4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

There total 9 articles about 4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine 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:

: 4a-(2-Benzyloxy-ethyl)-4-phenylsulfanyl-2,3,4,4a,5,6-hexahydro-1H-[1]pyrindine

: 79-22-1
methyl chloroformate

: 131685-17-1,131685-22-8
4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

Guidance literature:: With potassium hydrogencarbonate; In chloroform; at 23 ℃; for 14h; Yield given;

Reference yield:

: 54154-07-3
9-(2-hydroxyethyl)-1,4-dioxaspiro<4.4>nonane

: 131685-17-1,131685-22-8
4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / 50percent aq. NaOH, (n-Bu)4NHSO₄ / 0.75 h / 23 °C

2: 16.6 g / water, pyridine p-toluenesulfonate (PPTS) / acetone / 16 h / Heating

3: Et₃N / dimethylformamide / 96 h / 130 °C

4: ZnBr₂ / CH₂Cl₂ / 1 h / 23 °C

5: NaHCO₃, NaI / butan-2-one / 1.) 23 deg C, 22 h, 2.) reflux, 20 h

6: liq. NH₃ / CHCl₃ / 72 h / 5171.5 Torr / Ambient temperature

7: KHCO₃ / CHCl₃ / 14 h / 23 °C

With sodium hydroxide; ammonia; water; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium hydrogencarbonate; triethylamine; sodium iodide; zinc dibromide; In dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; butanone;

Reference yield:

: 20826-94-2
ethyl (2-oxocyclopentyl)acetate

: 131685-17-1,131685-22-8
4a-<2-(benzyloxy)ethyl>-1-(methoxycarbonyl)-4-(phenylthio)-2,3,4,4a,5,6-hexahydro-1H-1-pyrindine

Guidance literature:: Multi-step reaction with 9 steps

1: 86 percent / pyridine p-toluenesulfonate (PPTS) / toluene / 12 h / Heating

2: 92 percent / LiAlH₄ / diethyl ether / 1.) 0 deg C, 1 h, 2.) 23 deg C, 1 h

3: 99 percent / 50percent aq. NaOH, (n-Bu)4NHSO₄ / 0.75 h / 23 °C

4: 16.6 g / water, pyridine p-toluenesulfonate (PPTS) / acetone / 16 h / Heating

5: Et₃N / dimethylformamide / 96 h / 130 °C

6: ZnBr₂ / CH₂Cl₂ / 1 h / 23 °C

7: NaHCO₃, NaI / butan-2-one / 1.) 23 deg C, 22 h, 2.) reflux, 20 h

8: liq. NH₃ / CHCl₃ / 72 h / 5171.5 Torr / Ambient temperature

9: KHCO₃ / CHCl₃ / 14 h / 23 °C

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; water; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; potassium hydrogencarbonate; triethylamine; sodium iodide; zinc dibromide; In diethyl ether; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone; toluene; butanone;