(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Base Information

Chemical Name:(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one
CAS No.:1377322-04-7
Molecular Formula:C₃₄H₄₈N₂O₃
Molecular Weight:532.767
Hs Code.:

Synonyms:(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

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Chemical Property of (+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

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Technology Process of (+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

There total 8 articles about (+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one 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: 91.0%

: 31849-78-2
(Z)-1-bromo-1-butene

: 1377322-03-6
(+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide

: 1377322-04-7
(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate; In toluene; at 110 ℃; for 14h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/anie.201201001

Reference yield:

: 1377321-99-7
(+)-(Ss,5S)-2-methyl-N-(7-oxododec-1-en-5-yl)propane-2-sulfinamide

: 1377322-04-7
(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C / Inert atmosphere

4.1: di-tert-butyl dicarbonate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium t-butanolate / 5,5-dimethyl-1,3-cyclohexadiene / 14 h / 140 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

7.1: dichloromethane / 1 h / 20 °C / Inert atmosphere

8.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate / toluene / 14 h / 110 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; cerium(III) chloride heptahydrate; di-tert-butyl dicarbonate; sodium hydride; tricyclohexylphosphine tetrafluoroborate; trifluoroacetic acid; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; toluene; mineral oil;
DOI:10.1002/anie.201201001

Reference yield:

: 1377322-01-4
(+)-(5S,7S)-tert-butyl 7-(benzyloxy)dodec-1-en-5-ylcarbamate

: 1377322-04-7
(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium t-butanolate / 5,5-dimethyl-1,3-cyclohexadiene / 14 h / 140 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

3: dichloromethane / 1 h / 20 °C / Inert atmosphere

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate / toluene / 14 h / 110 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; tricyclohexylphosphine tetrafluoroborate; trifluoroacetic acid; sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; toluene;
DOI:10.1002/anie.201201001