(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

Base Information

Chemical Name:(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde
CAS No.:124928-74-1
Molecular Formula:C₂₅H₃₄O₅Si
Molecular Weight:442.627
Hs Code.:

Synonyms:(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

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Chemical Property of (S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

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Technology Process of (S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

There total 9 articles about (S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde 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:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 124928-74-1
(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / Mg / diethyl ether / 3.5 h / 23 °C

2: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

3: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

4: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

5: 85 percent / magnesium powder / tetrahydrofuran / 3 h / Ambient temperature

6: 1.) O₃, 2.) dimethyl sulfide / 1.) methylene dichloride, -78 deg C, 2.) room temperature

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; dimethylsulfide; 3 A molecular sieve; ozone; magnesium; pyridinium chlorochromate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 105544-87-4
5-O-(t-butyldiphenylsilyl)-1-deoxy-3,4-O-isopropylidene-keto-D-erythro-2-pentulose

: 124928-74-1
(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / magnesium powder / tetrahydrofuran / 3 h / Ambient temperature

2: 1.) O₃, 2.) dimethyl sulfide / 1.) methylene dichloride, -78 deg C, 2.) room temperature

With dimethylsulfide; ozone; magnesium; In tetrahydrofuran;
DOI:10.1246/bcsj.62.2618

Reference yield:

: 4159-66-4,105617-51-4,107494-47-3,138127-63-6,138127-64-7
(R)-1-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 124928-74-1
(S)-2-[(4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaIO₄, 2.) LiAlH₄ / 1.) 24 deg C, 1 h, aqueous acetone, 2.) THF, 20 deg C, 20 min

2: 97 percent / imidazole / dimethylformamide / 2.66 h / 24 °C

3: pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 2 h / 22 °C

4: 85 percent / magnesium powder / tetrahydrofuran / 3 h / Ambient temperature

5: 1.) O₃, 2.) dimethyl sulfide / 1.) methylene dichloride, -78 deg C, 2.) room temperature

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; dimethylsulfide; 3 A molecular sieve; ozone; magnesium; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.62.2618