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

Base Information

• Chemical Name: (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide
• CAS No.: 1377322-03-6
• Molecular Formula: C₃₀H₄₂N₂O₃
• Molecular Weight: 478.675

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

Chemical Property of (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide

There total 8 articles about (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide 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:

(+)-(Ss,5S)-2-methyl-N-(7-oxododec-1-en-5-yl)propane-2-sulfinamide (1377321-99-7) → (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide (1377322-03-6)

Guidance literature:

Multi-step reaction with 7 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

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

DOI:10.1002/anie.201201001

Reference yield:

(+)-(Ss,5S,7S)-N-[7-(benzyloxy)dodec-1-en-5-yl]-2-methylpropane-2-sulfinamide (1377322-08-1) → (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide (1377322-03-6)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

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

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

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; di-tert-butyl dicarbonate; trifluoroacetic acid; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane;

DOI:10.1002/anie.201201001

Reference yield:

(+)-(E,2S,2'S,5R)-tert-butyl 2-[2'-(benzyloxy)heptyl]-5-[3-(trimethylsilyl)allyl]pyrrolidine-1-carboxylate (1377322-02-5) → (+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide (1377322-03-6)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With trifluoroacetic acid; In dichloromethane;

DOI:10.1002/anie.201201001

upstream raw materials:

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

(+)-(Ss,5S,7S)-N-(7-hydroxydodec-1-en-5-yl)-2-methylpropane-2-sulfinamide

(+)-(Ss,5S,7S)-N-[7-(benzyloxy)dodec-1-en-5-yl]-2-methylpropane-2-sulfinamide

(+)-(5S,7S)-tert-butyl 7-(benzyloxy)dodec-1-en-5-ylcarbamate

Downstream raw materials:

(+)-(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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