(+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

Base Information

Chemical Name:(+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate
CAS No.:131484-29-2
Molecular Formula:C₂₄H₃₀O₅Si
Molecular Weight:426.585
Hs Code.:

Synonyms:

Suppliers and Price of (+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

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 (+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

There total 6 articles about (+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate 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:

: 87770-83-0
(Z)-4-((tert-butyldiphenylsilyl)oxy)but-2-en-1-ol

: 131484-29-2
(+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1) Ti(OiPr)4, (-)-(S,S)-diethyl tartrate, molecular sieves 4 Angstroem, 2) t-BuOOH / 1) CH₂Cl₂, -20 deg C, 30 min, 2) CH₂Cl₂, -20 deg C, 4d

2: PCC, NaOAc, mol. sieves 4 Angstroem, Celite / CH₂Cl₂ / 0.5 h / 25 °C

3: 93 percent / mol. sieves 4 Angstroem / toluene / -78 °C

4: 73 percent / pyridine / CH₂Cl₂ / 25 °C

5: 1) Et₂AlCl, 2) aq. H₂SO₄ / 1) Et₂O, -20 deg C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; Celite; sulfuric acid; sodium acetate; diethylaluminium chloride; (-)-diethyl tartrate; pyridinium chlorochromate; In dichloromethane; toluene;
DOI:10.1021/jo00004a053

Reference yield:

: 131484-41-8
erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol

: 131484-29-2
(+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

Guidance literature:: Multi-step reaction with 4 steps

1: PCC, NaOAc, mol. sieves 4 Angstroem, Celite / CH₂Cl₂ / 0.5 h / 25 °C

2: 93 percent / mol. sieves 4 Angstroem / toluene / -78 °C

3: 73 percent / pyridine / CH₂Cl₂ / 25 °C

4: 1) Et₂AlCl, 2) aq. H₂SO₄ / 1) Et₂O, -20 deg C

With pyridine; 4 A molecular sieve; Celite; sulfuric acid; sodium acetate; diethylaluminium chloride; pyridinium chlorochromate; In dichloromethane; toluene;
DOI:10.1021/jo00004a053

Reference yield:

: 131380-35-3
(2R,3R)-4-(tert-Butyldiphenylsilyloxy)-2,3-epoxybutan-1-al

: 131484-29-2
(+)-xylo-(4R,5R,6S)-7-(tert-butyldiphenylsiloxy)hept-1-ene-4,5,6-triol 4,5-carbonate

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / mol. sieves 4 Angstroem / toluene / -78 °C

2: 73 percent / pyridine / CH₂Cl₂ / 25 °C

3: 1) Et₂AlCl, 2) aq. H₂SO₄ / 1) Et₂O, -20 deg C

With pyridine; 4 A molecular sieve; sulfuric acid; diethylaluminium chloride; In dichloromethane; toluene;
DOI:10.1021/jo00004a053