Silane, [[(1S,2S,4R,5R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(methoxy methoxy)-5-methyl-5-[(phenylmethoxy)methyl]bicyclo[2.2.1]hept-2-yl]oxy] (1,1-dimethylethyl)dimethyl-

Base Information

• Chemical Name: Silane, [[(1S,2S,4R,5R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(methoxy methoxy)-5-methyl-5-[(phenylmethoxy)methyl]bicyclo[2.2.1]hept-2-yl]oxy] (1,1-dimethylethyl)dimethyl-
• CAS No.: 401593-35-9
• Molecular Formula: C₂₉H₄₈O₆Si
• Molecular Weight: 520.782

Synonyms:

Chemical Property of Silane, [[(1S,2S,4R,5R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(methoxy methoxy)-5-methyl-5-[(phenylmethoxy)methyl]bicyclo[2.2.1]hept-2-yl]oxy] (1,1-dimethylethyl)dimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, [[(1S,2S,4R,5R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(methoxy methoxy)-5-methyl-5-[(phenylmethoxy)methyl]bicyclo[2.2.1]hept-2-yl]oxy] (1,1-dimethylethyl)dimethyl-

There total 6 articles about Silane, [[(1S,2S,4R,5R,6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-(methoxy methoxy)-5-methyl-5-[(phenylmethoxy)methyl]bicyclo[2.2.1]hept-2-yl]oxy] (1,1-dimethylethyl)dimethyl- 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) → [(1S,2S,4R,5R,6S)-5-Benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxy-5-methyl-bicyclo[2.2.1]hept-2-yloxy]-tert-butyl-dimethyl-silane (401593-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: NaH / tetrahydrofuran; dimethylformamide

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)02032-9

Reference yield:

(1R,3S,4S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-5-oxo-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester → [(1S,2S,4R,5R,6S)-5-Benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxy-5-methyl-bicyclo[2.2.1]hept-2-yloxy]-tert-butyl-dimethyl-silane (401593-35-9)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₄ / methanol / 0 °C

2: imidazole / dimethylformamide

3: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C

4: LiAlH₄ / tetrahydrofuran / 0 °C

5: NaH / tetrahydrofuran; dimethylformamide

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)02032-9

Reference yield:

(1R,3S,4S,5S)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-1-methoxymethoxy-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester → [(1S,2S,4R,5R,6S)-5-Benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-methoxymethoxy-5-methyl-bicyclo[2.2.1]hept-2-yloxy]-tert-butyl-dimethyl-silane (401593-35-9)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: 86 percent / LDA / tetrahydrofuran / -78 - 20 °C

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: NaH / tetrahydrofuran; dimethylformamide

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)02032-9

upstream raw materials:

benzyl bromide

tert-butyldimethylsilyl chloride

(1R,3S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

(1R,2S,3S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-2-methyl-bicyclo[2.2.1]heptane-2-carboxylic acid ethyl ester

Downstream raw materials:

Benzoic acid (1S,2S,4R,5R,6S)-5-benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-5-methyl-bicyclo[2.2.1]hept-2-yl ester

(1S,4R,5R,6S)-5-Benzyloxymethyl-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-hydroxy-5-methyl-bicyclo[2.2.1]heptan-2-one

(2R,3S,4R)-4-Acetyl-2-benzyloxymethyl-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-cyclopentanone

(1S,4R,4aS,5R,7aR)-5-Benzyloxymethyl-1-methoxy-1,5-dimethyl-octahydro-cyclopenta[c]pyran-4-ol

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