2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester
CAS No.:190970-12-8
Molecular Formula:C₄₁H₅₆O₁₄Si
Molecular Weight:800.973
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

There total 9 articles about 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-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: 76.0%

: 3282-30-2
pivaloyl chloride

: 190970-11-7
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-5-hydroxy-tetrahydro-pyran-4-yl ester

: 190970-12-8
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; In 1,4-dioxane; for 16h;
DOI:10.1016/S0040-4020(97)00307-4

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 190970-12-8
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / pyridine / 3 h

2: DMSO, Ac₂O / 16 h

3: NaBH₄ / methanol; CH₂Cl₂

4: 95 percent / NIS, TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h

5: H₂, AcOH / Pd/C / propan-2-ol / 16 h / 1810.02 Torr

6: 76 percent / pyridine / dioxane / 16 h

With pyridine; sodium tetrahydroborate; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; acetic anhydride; acetic acid; dimethyl sulfoxide; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; isopropyl alcohol;
DOI:10.1016/S0040-4020(97)00307-4

Reference yield:

: 114861-14-2
1,2-O-isopropylidene-5-O-(t-butyldiphenylsilyl)-α-D-xylofuranose

: 190970-12-8
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(3aR,5R,6R,6aR)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: DMSO, Ac₂O / 16 h

2: NaBH₄ / methanol; CH₂Cl₂

3: 95 percent / NIS, TfOH / 1,2-dichloro-ethane; diethyl ether / 0.08 h

4: H₂, AcOH / Pd/C / propan-2-ol / 16 h / 1810.02 Torr

5: 76 percent / pyridine / dioxane / 16 h

With pyridine; sodium tetrahydroborate; N-iodo-succinimide; trifluorormethanesulfonic acid; hydrogen; acetic anhydride; acetic acid; dimethyl sulfoxide; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; isopropyl alcohol;
DOI:10.1016/S0040-4020(97)00307-4