(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Base Information

Chemical Name:(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane
CAS No.:470470-74-7
Molecular Formula:C₄₆H₇₆O₇Si₂
Molecular Weight:797.276
Hs Code.:

(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Synonyms:(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Suppliers and Price of (3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

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 (3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

There total 19 articles about (3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 470470-73-6
(3S,5R,7S,9S,11S,15R)-1,7-dibenzyloxy-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane-3,16-diol

: 470470-74-7
(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Guidance literature:: With 1H-imidazole; dmap; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(02)01054-7

Reference yield:

: 147252-93-5
(3S)-3-(benzyloxy)-2,2-dimethyl-4-penten-1-ol

: 470470-74-7
(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Guidance literature:: Multi-step reaction with 13 steps

1.1: 97 percent / imid.; DMAP; TBAI / 0.5 h / 20 °C

2.1: BH₃ / tetrahydrofuran / 18 h / -18 - 20 °C

2.2: 67 percent / NaOH; aq. H₂O₂ / 3 h / 50 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

4.1: 49 percent / LDA / 0.03 h / -78 °C

5.1: 95 percent / Me₄NBH(OAc)3 / acetic acid; acetonitrile / 18 h / -20 °C

6.1: 74 percent / PPTS / 18 h / 20 °C

7.1: 95 percent / TBAF / tetrahydrofuran / 18 h / 20 °C

8.1: 100 percent / (COCl)2; DMSO; Et₃N / -78 °C

9.1: 100 percent / tetrahydrofuran / -78 - 20 °C

10.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 20 °C

11.1: 55 percent / ZnI₂; 4 Angstroem MS / CH₂Cl₂ / 18 h / 20 °C / protect from light

12.1: HF / H₂O; acetonitrile / 24 h / 20 °C

12.2: 34 percent / PPTS / methanol / 3 h / 20 °C

13.1: 100 percent / imid.; TBAI; DMAP / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; oxalyl dichloride; 4 Angstroem MS; hydrogen fluoride; borane; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; zinc(II) iodide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(02)01054-7

Reference yield:

: 470470-82-7
((S)-3-benzyloxy-2,2-dimethyl-pent-4-enyloxy)-tert-butyl-dimethyl-silane

: 470470-74-7
(3S,5S,7S,9S,11S,15R)-1,7-dibenzyloxy-3,16-bis-(tert-butyldimethylsilyloxy)-5,9-epoxy-11,15-epoxy-13-methylene-9-methoxy-8,8-dimethylhexadecane

Guidance literature:: Multi-step reaction with 12 steps

1.1: BH₃ / tetrahydrofuran / 18 h / -18 - 20 °C

1.2: 67 percent / NaOH; aq. H₂O₂ / 3 h / 50 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

3.1: 49 percent / LDA / 0.03 h / -78 °C

4.1: 95 percent / Me₄NBH(OAc)3 / acetic acid; acetonitrile / 18 h / -20 °C

5.1: 74 percent / PPTS / 18 h / 20 °C

6.1: 95 percent / TBAF / tetrahydrofuran / 18 h / 20 °C

7.1: 100 percent / (COCl)2; DMSO; Et₃N / -78 °C

8.1: 100 percent / tetrahydrofuran / -78 - 20 °C

9.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 20 °C

10.1: 55 percent / ZnI₂; 4 Angstroem MS / CH₂Cl₂ / 18 h / 20 °C / protect from light

11.1: HF / H₂O; acetonitrile / 24 h / 20 °C

11.2: 34 percent / PPTS / methanol / 3 h / 20 °C

12.1: 100 percent / imid.; TBAI; DMAP / CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; oxalyl dichloride; 4 Angstroem MS; hydrogen fluoride; borane; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; zinc(II) iodide; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(02)01054-7