3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

Base Information

Chemical Name:3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester
CAS No.:116726-57-9
Molecular Formula:C₂₈H₃₈O₆Si
Molecular Weight:498.692
Hs Code.:

Synonyms:3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

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Chemical Property of 3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

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Technology Process of 3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

There total 6 articles about 3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl 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: 96.0%

: 116726-56-8
(E)-3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-acrylic acid methyl ester

: 116726-57-9
3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 3h;
DOI:10.1021/jo00260a016

Reference yield:

: 35784-67-9
1,2;5,6-di-O-isopropylidene-3-C-methyl-α-D-allofuranose

: 116726-57-9
3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) KH / 1.) THF, RT, 1 h, 2.) reflux, 8 h

2: 90 percent / 90percent AcOH / 4 h / 60 °C

3: 100 percent / Celite, Pb(AcO)4 / benzene / 0.5 h / Ambient temperature

4: 88 percent / tetrahydrofuran / 3 h

5: 96 percent / H₂ / 5percent Pd/C / methanol / 3 h

With lead(IV) acetate; Celite; hydrogen; potassium hydride; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/jo00260a016

Reference yield:

: 116726-54-6
(R)-1-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol

: 116726-57-9
3-[(3aR,5R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / Celite, Pb(AcO)4 / benzene / 0.5 h / Ambient temperature

2: 88 percent / tetrahydrofuran / 3 h

3: 96 percent / H₂ / 5percent Pd/C / methanol / 3 h

With lead(IV) acetate; Celite; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;
DOI:10.1021/jo00260a016