(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester
CAS No.:132375-33-8
Molecular Formula:C₂₁H₃₂O₅Si
Molecular Weight:392.568
Hs Code.:

Synonyms:(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

Suppliers and Price of (E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl 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 (E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

There total 2 articles about (E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic 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: 100.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 112230-88-3
(E)-4-((4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-but-2-enoic acid methyl ester

: 132375-33-8
(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 132375-33-8
(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2) camphersulfonic acid / 1) THF, 80 deg C, 4 h, 2) CH₂Cl₂, 25 deg C, 12 h

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; In dichloromethane;

Reference yield:

: 132375-33-8
(E)-4-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-yl]-but-2-enoic acid methyl ester

: 132375-54-3
Methanesulfonic acid 2-[(Z)-(4aR,6S,7R,10aS)-7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-6,7,10,10a-tetrahydro-4H,4aH-1,3,5-trioxa-benzocycloocten-6-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 17 steps

1: 1) ozone, 2) NaBH₄ / 1) CH₂Cl₂, -78 deg C, 2 h, 2) MeOH, 0 deg C, 2 h

2: 84 percent / I₂, PPh₃, imidazole / acetonitrile / 0.5 h / 25 °C

3: 90 percent / acetonitrile / 48 h / 80 °C

4: 1) n-BuLi / 1) THF, -78 deg C, 1 h, 2) HMPA, -78 deg C - 25 deg C, 18 h

5: 98 percent / tetrabutylammonium fluoride / tetrahydrofuran / 12 h / 25 °C

6: 74 percent / AgCO₄, NaHCO₃, 4 Angstroem molecular sieve, silicagel / nitromethane / 4 h / 25 °C

7: 95 percent / Ph₃SnH, AIBN / toluene / 2 h / 110 °C

8: 85 percent / DIBAH / CH₂Cl₂ / 1 h / -78 °C

9: NEt₃ / CH₂Cl₂ / 1 h / 0 °C

10: DBU / dimethylformamide / 2 h / 145 °C

11: m-chloroperbenzoic acid / tetrahydrofuran; H₂O / 1 h / 0 - 25 °C

12: NaBH₄ / methanol / 1 h / 0 °C

13: 1) NaIO₄, 2) NaBH₄ / 1) EtOH, H₂O, 25 deg C, 1 h, 2) MeOH, 0 deg C, 1 h

14: 82 percent / pyridine / 4 h / -20 - 0 °C

15: 97 percent / imidazole / dimethylformamide / 12 h / 25 °C

16: 98 percent / DIBAH / CH₂Cl₂ / 1 h / -78 °C

17: NEt₃ / CH₂Cl₂ / 1 h / 0 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; n-butyllithium; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; triphenylstannane; tetrabutyl ammonium fluoride; iodine; silica gel; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;