(3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Base Information

• Chemical Name: (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine
• CAS No.: 198562-96-8
• Molecular Formula: C₂₇H₄₉NO₄Si₂
• Molecular Weight: 507.861

Synonyms:

Chemical Property of (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

There total 6 articles about (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine 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:

tert-butyldimethylsilyl chloride (18162-48-6) → (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine (198562-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: hydrogen / Pd/C / ethyl acetate; methanol

3: PPh₃, I₂, imidazole / toluene / Heating

With 1H-imidazole; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(97)10144-7

Reference yield:

{(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxymethyl-2-[(4R,5R)-5-((S)-hydroxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-carbamic acid benzyl ester (198562-81-1) → (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine (198562-96-8)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: hydrogen / Pd/C / ethyl acetate; methanol

3: PPh₃, I₂, imidazole / toluene / Heating

With 1H-imidazole; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(97)10144-7

Reference yield:

{(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-[(4R,5R)-5-((S)-hydroxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-carbamic acid benzyl ester (198562-86-6) → (3aR,4R,6R,7R,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-4-phenyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine (198562-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / Pd/C / ethyl acetate; methanol

2: PPh₃, I₂, imidazole / toluene / Heating

With 1H-imidazole; hydrogen; iodine; triphenylphosphine; palladium on activated charcoal; In methanol; ethyl acetate; toluene;

DOI:10.1016/S0040-4039(97)10144-7

upstream raw materials:

tert-butyldimethylsilyl chloride

{(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxymethyl-2-[(4R,5R)-5-((S)-hydroxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-carbamic acid benzyl ester

{(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-[(4R,5R)-5-((S)-hydroxy-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-carbamic acid benzyl ester

Methanesulfonic acid (S)-{(4S,5R)-5-[(1R,2R)-2-benzyloxycarbonylamino-1,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-phenyl-methyl ester

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