2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:173613-28-0
Molecular Formula:C₃₃H₄₈O₇Si
Molecular Weight:584.825
Hs Code.:

2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Synonyms:2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-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: 98.0%

: 3282-30-2
pivaloyl chloride

: 173613-27-9
(4aR,6S,7R,8R,8aS)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 173613-28-0
2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With dmap; In pyridine; 1.) 0 deg C, 16 h, 2.) 5 h;
DOI:10.1016/S0040-4020(97)00071-9

Reference yield:

: 81972-19-2
1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-yl)-2-propene

: 173613-28-0
2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 9-BBN, 2.) 2N NaOH, 30percent H₂O₂ / 1.) THF, sonication, room temperature, 2 h, 2.) room temperature, 17 h

2: 90 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: H₂ / Pd(OH)2 / ethyl acetate; ethanol / 18 h

4: PPTS / dimethylformamide / 24 h / Ambient temperature

5: 98 percent / DMAP / pyridine / 1.) 0 deg C, 16 h, 2.) 5 h

With 1H-imidazole; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; dihydrogen peroxide; pyridinium p-toluenesulfonate; palladium dihydroxide; In pyridine; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00071-9

Reference yield:

: 173829-80-6
3-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-1-propanol

: 173613-28-0
2,2-Dimethyl-propionic acid (4aR,6S,7S,8R,8aR)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-7-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: H₂ / Pd(OH)2 / ethyl acetate; ethanol / 18 h

3: PPTS / dimethylformamide / 24 h / Ambient temperature

4: 98 percent / DMAP / pyridine / 1.) 0 deg C, 16 h, 2.) 5 h

With 1H-imidazole; dmap; hydrogen; pyridinium p-toluenesulfonate; palladium dihydroxide; In pyridine; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00071-9