benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester
• CAS No.: 934497-45-7
• Molecular Formula: C₁₇H₂₆O₅Si
• Molecular Weight: 338.476

Synonyms:benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester

Chemical Property of benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester

Chemical Property:

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Technology Process of benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester

There total 5 articles about benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester 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:

2′-O-benzoyl-3-O-tert-butyldimethylsilyl-L-threonolactone (934497-20-8) → benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester (934497-45-7)

Guidance literature:

With diisopropyl aluminum hydride; In tetrahydrofuran; toluene; at -78 ℃; for 4h;

DOI:10.1016/j.tet.2007.01.032

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester (934497-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 10 percent / imidazole / acetonitrile

2: 85 percent / pyridine

3: diisopropyl aluminum hydride / toluene; tetrahydrofuran / 4 h / -78 °C

With 1H-imidazole; diisopropyl aluminum hydride; In tetrahydrofuran; pyridine; toluene; acetonitrile;

DOI:10.1016/j.tet.2007.01.032

Reference yield:

4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-dihydro-furan-2-one (934497-19-5) → benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-tetrahydro-furan-3-yl ester (934497-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridine

2: diisopropyl aluminum hydride / toluene; tetrahydrofuran / 4 h / -78 °C

With diisopropyl aluminum hydride; In tetrahydrofuran; pyridine; toluene;

DOI:10.1016/j.tet.2007.01.032

upstream raw materials:

2′-O-benzoyl-3-O-tert-butyldimethylsilyl-L-threonolactone

4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-dihydro-furan-2-one

benzoyl chloride

tert-butyldimethylsilyl chloride

Downstream raw materials:

1'α-(thymin-1-yl)-2'-O-benzoyl-3'-O-diisopropylphosphonomethyl-L-threose

1'α-(N⁶-benzoyladenin-9-yl)-2'-O-benzoyl-3'-O-diisopropyl-phosphonomethyl-L-threose

1-(2′-O-benzoyl-α-L-threofuranosyl)thymine

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