Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

Base Information

Chemical Name:Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester
CAS No.:115475-88-2
Molecular Formula:C₁₈H₃₀O₄Si
Molecular Weight:338.519
Hs Code.:

Synonyms:Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

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Chemical Property of Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

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Technology Process of Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

There total 7 articles about Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl 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: 88.0%

: 613-90-1
benzoyl cyanide

: 115492-05-2
(3S,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-pentane-1,4-diol

: 115475-88-2
Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

Guidance literature:: With triethylamine; In acetonitrile; at -20 ℃;
DOI:10.1016/S0040-4039(00)96753-4

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 115475-88-2
Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / H₂SO₄ / Ambient temperature

2: 81 percent / I₂, Ph₃P, imidazole / acetonitrile; toluene / 70 °C

3: 96 percent / H₂, K₂CO₃ / 10percent Pd/C / methanol / Ambient temperature

4: 78 percent / 0.1N HCl / tetrahydrofuran / Ambient temperature

6: 88 percent / NEt₃ / acetonitrile / -20 °C

With 1H-imidazole; hydrogenchloride; hydrogen; iodine; potassium carbonate; triethylamine; triphenylphosphine; palladium on activated charcoal; sulfuric acid; In tetrahydrofuran; methanol; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)96753-4

Reference yield:

: 138125-76-5,138125-77-6,115475-87-1
methyl 2,5-dideoxy-5-iodo-α/β-D-ribofuranoside

: 115475-88-2
Benzoic acid (3S,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂, K₂CO₃ / 10percent Pd/C / methanol / Ambient temperature

2: 78 percent / 0.1N HCl / tetrahydrofuran / Ambient temperature

4: 88 percent / NEt₃ / acetonitrile / -20 °C

With hydrogenchloride; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1016/S0040-4039(00)96753-4