(3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

Base Information

Chemical Name:(3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester
CAS No.:144347-51-3
Molecular Formula:C₃₀H₃₅NO₈Si
Molecular Weight:565.695
Hs Code.:

(3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

Synonyms:(3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

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Chemical Property of (3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

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Technology Process of (3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

There total 12 articles about (3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester 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: 27.0%

: 144347-50-2
(1S,2R,3S,6R)-6-(N-(benzyloxycarbonyl)-N-(o-bromopiperonyl)amino)-1,2-O-isopropylidene-3-((isopropyldimethylsilyl)oxy)cyclohex-4-ene-1,2-diol

: 144347-51-3
(2S,3R,4S,4aR)-5-(benzyloxycarbonyl)-2-((isopropyldimethylsilyl)oxy)-3,4-(isopropylidenedioxy)-8,9-(methylenedioxy)-2,3,4,4a-tetrahydro-6-phenanthridone

Guidance literature:: With palladium diacetate; thallium(I) acetate; 1,2-bis-(diphenylphosphino)ethane; In various solvent(s); at 135 ℃; for 7h;

Reference yield: 27.0%

: 144347-50-2
(6-Bromo-benzo[1,3]dioxole-5-carbonyl)-[(3aS,4S,7R,7aS)-7-(isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid benzyl ester

: 144347-51-3
(3aS,3bS,12R,12aS)-12-(Isopropyl-dimethyl-silanyloxy)-2,2-dimethyl-5-oxo-3a,5,12,12a-tetrahydro-3bH-1,3,7,9-tetraoxa-4-aza-dicyclopenta[a,h]phenanthrene-4-carboxylic acid benzyl ester

Guidance literature:: With palladium diacetate; thallium(I) acetate; 1,2-bis-(diphenylphosphino)ethane; In various solvent(s);
DOI:10.1021/ja00050a079

Reference yield:

: 3634-56-8
isopropyldimethylsilyl chloride

: 144347-51-3
(2S,3R,4S,4aR)-5-(benzyloxycarbonyl)-2-((isopropyldimethylsilyl)oxy)-3,4-(isopropylidenedioxy)-8,9-(methylenedioxy)-2,3,4,4a-tetrahydro-6-phenanthridone

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / imidazole / CH₂Cl₂ / 10 h

2: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) THF, 0 deg C, 1 h

3: 27 percent / Pd(OAc)2, 1,2-bis(diphenylphosphino)ethane, Tl(OAc) / various solvent(s) / 7 h / 135 °C

With 1H-imidazole; palladium diacetate; n-butyllithium; thallium(I) acetate; 1,2-bis-(diphenylphosphino)ethane; In dichloromethane;