Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Base Information

Chemical Name:Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester
CAS No.:474005-91-9
Molecular Formula:C₂₇H₃₄O₅Si
Molecular Weight:466.649
Hs Code.:

Synonyms:Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Suppliers and Price of Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

There total 12 articles about Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-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: 92.0%

: 474005-74-8
Acetic acid (E)-3-{(2R,4R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-tetrahydro-furan-2-yl}-allyl ester

: 474005-91-9
Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃;
DOI:10.1021/ol026504e

Reference yield:

: 474005-85-1
(7R,9R)-7,9-Divinyl-6,10-dioxa-spiro[4.5]decane

: 474005-91-9
Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: PPh₃ / CH₂Cl₂ / -20 °C

1.3: 85 percent / NaH / tetrahydrofuran; CH₂Cl₂ / -78 °C

2.1: DIBAL / diethyl ether; toluene / -78 - 0 °C

2.2: Rochelle's salt / diethyl ether; toluene; methanol

2.3: 81 percent / MgSO₄ / diethyl ether; toluene; methanol

3.1: 94 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 100 percent / AcOH; H₂O / 2 h

5.1: 87 percent / Pd₂(dba)3*CHCl₃; (R,R)-DPPBA / tetrahydrofuran / 0 °C

6.1: 72 percent / camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

7.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C

7.2: 81 percent / NaBO₃ / tetrahydrofuran; H₂O

8.1: 87 percent / imidazole / dimethylformamide / 20 °C

9.1: 90 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 20 °C

10.1: 92 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (R,R)-DPPBA; camphor-10-sulfonic acid; water; diisobutylaluminium hydride; Dess-Martin periodane; ozone; acetic acid; 9-bora-bicyclo[3.3.1]nonane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; 10.1: Dess-Martin oxidation;
DOI:10.1021/ol026504e

Reference yield:

: 474005-87-3
(E)-3-[(7R,9R)-9-((E)-3-Hydroxy-propenyl)-6,10-dioxa-spiro[4.5]dec-7-yl]-prop-2-en-1-ol

: 474005-91-9
Acetic acid (E)-3-{(2R,5S)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-furan-2-yl}-allyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / DMAP; pyridine / CH₂Cl₂ / 0 - 20 °C

2.1: 100 percent / AcOH; H₂O / 2 h

3.1: 87 percent / Pd₂(dba)3*CHCl₃; (R,R)-DPPBA / tetrahydrofuran / 0 °C

4.1: 72 percent / camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C

5.2: 81 percent / NaBO₃ / tetrahydrofuran; H₂O

6.1: 87 percent / imidazole / dimethylformamide / 20 °C

7.1: 90 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂ / 20 °C

8.1: 92 percent / 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 20 °C

With pyridine; 1H-imidazole; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (R,R)-DPPBA; camphor-10-sulfonic acid; water; Dess-Martin periodane; acetic acid; 9-bora-bicyclo[3.3.1]nonane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 8.1: Dess-Martin oxidation;
DOI:10.1021/ol026504e