4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

Base Information

Chemical Name:4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester
CAS No.:193697-81-3
Molecular Formula:C₂₈H₄₆O₆Si
Molecular Weight:506.755
Hs Code.:

4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

Synonyms:4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

Suppliers and Price of 4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl 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 4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

There total 1 articles about 4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl 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: 97.0%

: (E)-4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-but-2-enoic acid ethyl ester

: 193697-81-3
4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 40h;
DOI:10.1021/ja971259t

Reference yield: 95.0%

: 193697-81-3
4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

: 193697-82-4
4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 0.666667h; Ambient temperature;
DOI:10.1021/ja971259t

Reference yield:

: 193697-81-3
4-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-2-methyl-butyric acid ethyl ester

: 3-((2R,3S)-3-Benzyloxy-6,6-dimethyl-tetrahydro-pyran-2-yl)-1-[(2S,3R,4aS,8aR)-3-(tert-butyl-dimethyl-silanyloxy)-2,6,6,8a-tetramethyl-octahydro-pyrano[3,2-b]pyran-2-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / LiAlH₄ / diethyl ether / 0.67 h / Ambient temperature

2: 97 percent / I₂, PPh₃, imidazole / benzene / 0.33 h / Ambient temperature

3: 2.83 g / t-BuOK / tetrahydrofuran / 2 h / -35 - 0 °C

4: 1.33 g / n-Bu₄NF / tetrahydrofuran / 1.5 h / Ambient temperature

5: 48 percent / K₂CO₃ / CH₂Cl₂ / 1) 0 deg C, 10 min, 2) room temperature, 2.5 h

6: 76 percent / n-Bu₃SnH, AIBN / benzene / 2.5 h / 80 °C

7: 91 percent / (1R)-10-camphorsulfonic acid / methanol / 1 h / Ambient temperature

8: 96 percent / imidazole / dimethylformamide / 14 h / 50 - 60 °C

9: 77 percent / (1R)-10-camphorsulfonic acid / diethyl ether; methanol / Ambient temperature

10: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -35 deg C, 1 h; -35 deg C -> -15 deg C, 1.5 h, 2) CH₂Cl₂, -78 deg C, 10 min; 0 deg C, 10 min

11: 93 percent / NiCl₂-CrCl₂ / tetrahydrofuran; dimethylformamide / 24 h / Ambient temperature

12: 87 percent / H₂ / Lindlar catalyst / ethyl acetate / 16 h / Ambient temperature

With 1H-imidazole; chromium dichloride; lithium aluminium tetrahydride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); (R)-10-camphorsulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; iodine; tri-n-butyl-tin hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; triphenylphosphine; nickel dichloride; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja971259t