(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Base Information

Chemical Name:(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one
CAS No.:851981-61-8
Molecular Formula:C₃₅H₅₄O₃Si
Molecular Weight:550.897
Hs Code.:

Synonyms:(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Suppliers and Price of (3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

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 (3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

There total 14 articles about (3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one 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: 77.0%

: 851981-60-7
(1RS,2R,3R,4S)-1-hydroxy-2-methyl-3-[(tert-butyldiphenylsilyloxy)methyl]-4-tridecyl-tetrahydrofuran

: 851981-61-8
(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 22 ℃; for 12h;
DOI:10.1002/ejoc.200400653

Reference yield:

: 54208-04-7
dodecylidenetriphenylphosphorane

: 851981-61-8
(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 14 steps

1.1: 6.60 g / tetrahydrofuran / 14 h / 22 °C

2.1: 98 percent / H₂ / Pd/C / methanol; ethyl acetate / 22 °C / 1500.12 Torr

3.1: lithium diisopropylamide / tetrahydrofuran / 3 h / -50 °C

3.2: 96 percent / tetrahydrofuran / -78 - 20 °C

4.1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

5.1: sodium hydride / dimethylformamide / 1 h / 80 - 100 °C

5.2: 81 percent / dimethylformamide / 12 h / 22 °C

6.1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 5 h / 22 °C

7.1: 91 percent / sodium methoxide / methanol / 3 h / 22 °C

8.1: orthoperiodic acid / tetrahydrofuran / 1 h / 22 °C

8.2: 86 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

9.1: 85 percent / imidazole / dimethylformamide / 5 h / 22 °C

10.1: 1.49 g / p-toluenesulfonic acid / diethyl ether / 14 h / 22 °C

11.1: 86 percent / Na / liquid ammonia; diethyl ether / -50 °C

12.1: 98 percent / DMSO; pyridine; trifluoracetic acid / dicyclohexyl carbodiimide / toluene / 3 h / 22 °C

13.1: p-toluenesulfonic acid / tetrahydrofuran; H₂O / 1 h / 22 °C

14.1: 77 percent / PCC / CH₂Cl₂ / 12 h / 22 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; periodic acid; pyridinium chlorochromate; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.200400653

Reference yield:

: 15510-55-1
dodecyltriphenylphosphonium bromide

: 851981-61-8
(3R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methyl-5-tridecyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 15 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran

2.1: 6.60 g / tetrahydrofuran / 14 h / 22 °C

3.1: 98 percent / H₂ / Pd/C / methanol; ethyl acetate / 22 °C / 1500.12 Torr

4.1: lithium diisopropylamide / tetrahydrofuran / 3 h / -50 °C

4.2: 96 percent / tetrahydrofuran / -78 - 20 °C

5.1: 98 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

6.1: sodium hydride / dimethylformamide / 1 h / 80 - 100 °C

6.2: 81 percent / dimethylformamide / 12 h / 22 °C

7.1: 83 percent / BF₃*Et₂O / CH₂Cl₂ / 5 h / 22 °C

8.1: 91 percent / sodium methoxide / methanol / 3 h / 22 °C

9.1: orthoperiodic acid / tetrahydrofuran / 1 h / 22 °C

9.2: 86 percent / lithium aluminum hydride / diethyl ether / 1 h / 22 °C

10.1: 85 percent / imidazole / dimethylformamide / 5 h / 22 °C

11.1: 1.49 g / p-toluenesulfonic acid / diethyl ether / 14 h / 22 °C

12.1: 86 percent / Na / liquid ammonia; diethyl ether / -50 °C

13.1: 98 percent / DMSO; pyridine; trifluoracetic acid / dicyclohexyl carbodiimide / toluene / 3 h / 22 °C

14.1: p-toluenesulfonic acid / tetrahydrofuran; H₂O / 1 h / 22 °C

15.1: 77 percent / PCC / CH₂Cl₂ / 12 h / 22 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium methylate; sodium; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; periodic acid; pyridinium chlorochromate; trifluoroacetic acid; lithium hexamethyldisilazane; lithium diisopropyl amide; palladium on activated charcoal; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ammonia; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.200400653