tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Base Information

Chemical Name:tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate
CAS No.:644981-41-9
Molecular Formula:C₃₄H₅₀O₉Si
Molecular Weight:630.851
Hs Code.:

Synonyms:tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Suppliers and Price of tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

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 tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

There total 9 articles about tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate 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: 81.0%

: 207124-07-0
3-(methoxymethoxy)propionic acid

: 644981-40-8
tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-hydroxy-2-(tetrahydropyran-2-yl)oxybutanoate

: 644981-41-9
tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 3h;
DOI:10.1002/anie.200352629

Reference yield:

: 117384-46-0
di-tert-butyl D-tartrate

: 644981-41-9
tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Bu₂SnO / toluene / 2 h / Heating

1.2: 92 percent / cesium fluoride / dimethylformamide / 10 h

2.1: LiBH₄ / tetrahydrofuran / 4 h / 20 °C

2.2: 24.5 g / LiBH₄ / tetrahydrofuran / 4 h / -78 °C

3.1: 97 percent / imidazole / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 5 h

5.1: 96 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 2 h / pH 7

6.1: 81 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dmap; lithium borohydride; pyridinium p-toluenesulfonate; di(n-butyl)tin oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; phosphate buffer; dichloromethane; toluene;
DOI:10.1002/chem.200601212

Reference yield:

: 644981-37-3
tert-butyl (2S,3R)-2,4-dihydroxy-3-(4-methoxybenzyl)oxybutanoate

: 644981-41-9
tert-butyl (2S,3R)-4-(tert-butyldiphenylsilyl)oxy-3-[3-(methoxymethoxy)propionyl]oxy-2-(tetrahydropyran-2-yl)oxybutanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / CH₂Cl₂ / 0.5 h / 0 °C

2: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 5 h

3: 96 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 2 h / pH 7

4: 81 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; dmap; pyridinium p-toluenesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In phosphate buffer; dichloromethane;
DOI:10.1002/chem.200601212