(2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine

Base Information

• Chemical Name: (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine
• CAS No.: 1632122-18-9
• Molecular Formula: C₂₄H₃₁NO₂Si
• Molecular Weight: 393.601
• Mol file: 1632122-18-9.mol

Synonyms:(2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine

Chemical Property of (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine

There total 3 articles about (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine 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:

C25H30N2O2Si → (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine (1632122-18-9) + (2S,3aR,4S,6R,8aR,8bS)-4-{[dimethyl(phenyl)silyl]methyl}-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine (1632122-17-8)

Guidance literature:

With silica gel; lithium triethylborohydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Overall yield = 13 mg;

DOI:10.1055/s-0033-1340107

Reference yield:

(2S,3aR,4S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-2-phenylhexahydro-[1,3]dioxolo[4,5-a]pyrrolizin-6-one (1431853-29-0) → (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine (1632122-18-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride; n-butyllithium / tetrahydrofuran

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -60 °C

2.2: 0.5 h / -60 °C

3.1: lithium triethylborohydride; silica gel / tetrahydrofuran / 0.5 h / 0 °C

With n-butyllithium; silica gel; diisobutylaluminium hydride; lithium triethylborohydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1055/s-0033-1340107

Reference yield:

(2S,3aR,4S,6R,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-2-phenylhexahydro-4H-[1,3]dioxolo[4,5-a]pyrrolizine-6-carbonitriles (1431853-30-3) → (2S,3aR,4S,6S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-6-methyl-2-phenylhexahydro-3aH-[1,3]dioxolo[4,5-a]pyrrolizine (1632122-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.25 h / -60 °C

1.2: 0.5 h / -60 °C

2.1: lithium triethylborohydride; silica gel / tetrahydrofuran / 0.5 h / 0 °C

With silica gel; lithium triethylborohydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1055/s-0033-1340107

upstream raw materials:

(2S,3aR,4S,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-2-phenylhexahydro-[1,3]dioxolo[4,5-a]pyrrolizin-6-one

(2S,3aR,4S,6R,8aR,8bS)-4-((dimethyl(phenyl)silyl)methyl)-2-phenylhexahydro-4H-[1,3]dioxolo[4,5-a]pyrrolizine-6-carbonitriles