(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

Base Information

Chemical Name:(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione
CAS No.:1309852-43-4
Molecular Formula:C₃₀H₄₇NO₄Si
Molecular Weight:513.793
Hs Code.:

Synonyms:(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

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Chemical Property of (10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

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Technology Process of (10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

There total 4 articles about (10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione 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:

: 1309852-42-3
(1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate

: (10aS,13aS,Z)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

: 1309852-43-4
(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

Guidance literature:: (1S,2S)-2-(N-(4-((triisopropylsilyloxy)methyl)benzyl)pent-4-enamido)cyclopentyl pent-4-enoate; With Grubbs catalyst first generation; In dichloromethane; at 50 ℃; for 24h;

With lead(IV) tetraacetate; at 20 ℃; optical yield given as %de;
DOI:10.1016/j.bmcl.2011.01.134

Reference yield:

: C₂₂H₃₇NO₂Si

: (10aS,13aS,Z)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

: 1309852-43-4
(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / ethanol / 1 h / 20 °C

2.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

3.1: Grubbs catalyst first generation / dichloromethane / 24 h / 50 °C

3.2: 20 °C

With Grubbs catalyst first generation; dmap; sodium tetrahydroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane;
DOI:10.1016/j.bmcl.2011.01.134

Reference yield:

: C₂₂H₃₉NO₂Si

: (10aS,13aS,Z)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

: 1309852-43-4
(10aS,13aS,E)-10-(4-((triisopropylsilyloxy)methyl)benzyl)-3,4,7,8,10,10a,11,12,13,13adecahydrocyclopenta[b][1,4]oxaazacyclododecine-2,9-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2.1: Grubbs catalyst first generation / dichloromethane / 24 h / 50 °C

2.2: 20 °C

With Grubbs catalyst first generation; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1016/j.bmcl.2011.01.134