[(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane
• CAS No.: 99035-38-8
• Molecular Formula: C₂₄H₄₀O₂Si
• Molecular Weight: 388.666

Synonyms:[(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane

Chemical Property of [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane

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Technology Process of [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane

There total 8 articles about [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane 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:

α-benzyloxyhexanal (70326-39-5) + tert-Butyl-dimethyl-(1-methyl-buta-1,2-dienyl)-silane (99035-25-3) → [(4R,5R)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane (99035-38-8) + [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane (99035-38-8)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00310a109

Reference yield:

α-benzyloxyhexanal (70326-39-5) + tert-Butyl-dimethyl-(1-methyl-buta-1,2-dienyl)-silane (99035-25-3) → [(4R,5R)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane (99035-38-8) + [(4R,5S)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane (99035-38-8)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00310a109

Reference yield:

pentanal (110-62-3) → [(4R,5R)-5-(1-Benzyloxy-pentyl)-2,4-dimethyl-4,5-dihydro-furan-3-yl]-tert-butyl-dimethyl-silane (99035-38-8)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran

2: NaH, n-Bu₄NI / tetrahydrofuran

3: 1.) O₃; 2.) Me₂S / methanol

4: TiCl₄ / CH₂Cl₂ / -78 °C

With dimethylsulfide; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00310a109

upstream raw materials:

α-benzyloxyhexanal

tert-Butyl-dimethyl-(1-methyl-buta-1,2-dienyl)-silane

pentanal

1-hepten-3-ol

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