Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

Base Information

Chemical Name:Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester
CAS No.:883860-03-5
Molecular Formula:C₂₈H₄₈O₆Si₂
Molecular Weight:536.857
Hs Code.:

Synonyms:Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

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Chemical Property of Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

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Technology Process of Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

There total 5 articles about Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl 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:

: (E)-(R)-1-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-prop-2-en-1-ol

: 108-24-7
acetic anhydride

: 883860-03-5
Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo052025s

Reference yield:

: 883860-01-3
Benzoic acid (R)-1-((2S,3S,4R,5R)-3,4-dihydroxy-5-methoxy-tetrahydro-furan-2-yl)-3-phenyl-prop-2-ynyl ester

: 883860-03-5
Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 3.5 h / 0 °C

2: lithium aluminum hydride / tetrahydrofuran / 3.5 h / 50 °C

3: 3.64 g / 4-DMAP; triethylamine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo052025s

Reference yield:

: 643024-91-3
Benzoic acid (R)-1-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-3-phenyl-prop-2-ynyl ester

: 883860-03-5
Acetic acid (E)-(R)-1-[(2R,3R,4R,5R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-3-phenyl-allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / BioRad 50 WX acidic resin / methanol; tetrahydrofuran / 19 h / 70 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 3.5 h / 0 °C

3: lithium aluminum hydride / tetrahydrofuran / 3.5 h / 50 °C

4: 3.64 g / 4-DMAP; triethylamine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; BioRad 50 WX acidic resin; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo052025s