(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Base Information

Chemical Name:(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one
CAS No.:171625-69-7
Molecular Formula:C₃₈H₆₂O₉Si
Molecular Weight:690.99
Hs Code.:

(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Synonyms:

Suppliers and Price of (1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-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 (1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

There total 10 articles about (1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-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:

: 171625-65-3
(S)-4-[(R)-1-(4-Methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

: 171625-69-7
(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / NaN(TMS)2 / tetrahydrofuran / 1.5 h / -78 °C

2: 70 percent / t-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 2 min, 2.) -78 deg C, 20 min

3: 1.) 18-crown-6, KN(SiMe₃)2 / 1.) toluene, -45 deg C, 25 min, 2.) -78 deg C, 1 h

4: 1.) OsO₄, pyridine, 2.) Na₂S₂O₄ / 1.) H₂O, -30 deg C, 1.5 h; room temp., 2.5 h, 2.) room temp., overnight

5: imidazole / dimethylformamide / 2 h

With pyridine; 1H-imidazole; osmium(VIII) oxide; sodium dithionite; 18-crown-6 ether; tert.-butyl lithium; sodium hexamethyldisilazane; potassium hexamethylsilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00129a027

Reference yield:

: (2S,3R,4R)-2-Diethoxymethyl-3-(4-methoxy-benzyloxy)-pentane-1,2,4,5-tetraol

: 171625-69-7
(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: acetone / 2 h / Heating

2: 89 percent / (C₆H₅)3P, imidazole, I₂ / toluene; acetonitrile / 1 h / Heating

3: 95 percent / Zn / methanol / 1.5 h / Heating

4: 71 percent / NaN(TMS)2 / tetrahydrofuran / 1.5 h / -78 °C

5: 70 percent / t-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 2 min, 2.) -78 deg C, 20 min

6: 1.) 18-crown-6, KN(SiMe₃)2 / 1.) toluene, -45 deg C, 25 min, 2.) -78 deg C, 1 h

7: 1.) OsO₄, pyridine, 2.) Na₂S₂O₄ / 1.) H₂O, -30 deg C, 1.5 h; room temp., 2.5 h, 2.) room temp., overnight

8: imidazole / dimethylformamide / 2 h

With pyridine; 1H-imidazole; osmium(VIII) oxide; sodium dithionite; 18-crown-6 ether; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; potassium hexamethylsilazane; triphenylphosphine; zinc; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jo00129a027

Reference yield:

: 171625-77-7
(S)-2-((R)-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)((p-methoxybenzyl)oxy)methyl)glycidaldehyde diethyl acetal

: 171625-69-7
(1S,2R,4R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-5-{(S)-4-[(R)-1-(4-methoxy-benzyloxy)-allyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-4,11,11-trimethyl-bicyclo[6.2.1]undecan-3-one

Guidance literature:: Multi-step reaction with 10 steps

1: 84 percent / 3 M NaOH / dimethylsulfoxide; H₂O / 4.5 h / Heating

2: PPTS / ethanol / 4 h / Heating

3: acetone / 2 h / Heating

4: 89 percent / (C₆H₅)3P, imidazole, I₂ / toluene; acetonitrile / 1 h / Heating

5: 95 percent / Zn / methanol / 1.5 h / Heating

6: 71 percent / NaN(TMS)2 / tetrahydrofuran / 1.5 h / -78 °C

7: 70 percent / t-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 2 min, 2.) -78 deg C, 20 min

8: 1.) 18-crown-6, KN(SiMe₃)2 / 1.) toluene, -45 deg C, 25 min, 2.) -78 deg C, 1 h

9: 1.) OsO₄, pyridine, 2.) Na₂S₂O₄ / 1.) H₂O, -30 deg C, 1.5 h; room temp., 2.5 h, 2.) room temp., overnight

10: imidazole / dimethylformamide / 2 h

With pyridine; 1H-imidazole; sodium hydroxide; osmium(VIII) oxide; sodium dithionite; 18-crown-6 ether; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triphenylphosphine; zinc; In tetrahydrofuran; methanol; ethanol; hexane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jo00129a027