tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

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Chemical Name:tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate
CAS No.:1360619-13-1
Molecular Formula:C₂₉H₄₅NO₇Si
Molecular Weight:547.764
Hs Code.:

tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Synonyms:tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

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Chemical Property of tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

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Technology Process of tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

There total 6 articles about tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate 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: 58.0%

: 1360619-12-0
tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)-6-(3-ethenylphenyl)tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1360619-13-1
tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1002/hlca.201100415

Reference yield:

: 117859-48-0
C₈H₁₅NO₃

: 1360619-13-1
tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 12 h / 20 °C

2.1: N-chloro-succinimide / pentane / 0.5 h / 20 °C

2.2: 5 h / -78 °C

2.3: 16 h / -78 - 0 °C

3.1: pyridine; dmap / dichloromethane / 12 h / 25 °C

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 20 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; N-chloro-succinimide; Hoveyda-Grubbs catalyst second generation; In dichloromethane; pentane;
DOI:10.1002/hlca.201100415

Reference yield:

: (3-ethenylphenyl)magnesium bromide

: 1360619-13-1
tert-butyl (3aR,4R,6S,6aS)-4-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)tetrahydro-6-{3-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-chloro-succinimide / pentane / 0.5 h / 20 °C

1.2: 5 h / -78 °C

1.3: 16 h / -78 - 0 °C

2.1: pyridine; dmap / dichloromethane / 12 h / 25 °C

3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 20 h / 20 °C / Inert atmosphere

With pyridine; dmap; N-chloro-succinimide; Hoveyda-Grubbs catalyst second generation; In dichloromethane; pentane;
DOI:10.1002/hlca.201100415