(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

Base Information

Chemical Name:(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one
CAS No.:860437-77-0
Molecular Formula:C₅₂H₇₀O₈Si
Molecular Weight:851.208
Hs Code.:

(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

Synonyms:(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

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Chemical Property of (7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

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Technology Process of (7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

There total 10 articles about (7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-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: 90.0%

: 860438-01-3
(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-ol

: 860437-77-0
(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

Guidance literature:: With Dess-Martin periodane; In pyridine; dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol0511833

Reference yield:

: 5-[4-(4-methoxy-benzyloxy)-butane-1-sulfonyl]-1-phenyl-1H-tetrazole

: 860437-77-0
(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 91 percent / KHMDS / tetrahydrofuran; toluene / 4 h / -78 °C

2.1: 95 percent / CSA / CH₂Cl₂; methanol / 3 h / 0 °C

3.1: 76 percent / AD-mix-α; (DHQ)2PHAL; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O

4.1: 85 percent / PPTS / 20 °C

5.1: 91 percent / Dess-Martin reagent; pyridine / CH₂Cl₂ / 6 h / 20 °C

6.1: Mg / tetrahydrofuran / 45 h / Heating

6.2: 90 percent / tetrahydrofuran / 2.5 h / -78 - -40 °C

7.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂; pyridine / 2 h / 20 °C

With pyridine; AD-mix-α; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; Dess-Martin periodane; magnesium; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; toluene; tert-butyl alcohol; 6.2: Grignard reaction;
DOI:10.1021/ol0511833

Reference yield:

: 1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-methyl-oct-7-en-4-ol

: 860437-77-0
(7S,8R,9S)-8-Benzyloxymethoxy-7-(tert-butyl-diphenyl-silanyloxy)-10-{(4S,5S)-5-[3-(4-methoxy-benzyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2,9-dimethyl-dec-1-en-5-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / DIPEA; tetrabutylammonium iodide / CH₂Cl₂ / 96 h

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 96 percent / PPh₃ / CH₂Cl₂ / 5 h / 20 °C

3.1: 91 percent / KHMDS / tetrahydrofuran; toluene / 4 h / -78 °C

4.1: 95 percent / CSA / CH₂Cl₂; methanol / 3 h / 0 °C

5.1: 76 percent / AD-mix-α; (DHQ)2PHAL; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O

6.1: 85 percent / PPTS / 20 °C

7.1: 91 percent / Dess-Martin reagent; pyridine / CH₂Cl₂ / 6 h / 20 °C

8.1: Mg / tetrahydrofuran / 45 h / Heating

8.2: 90 percent / tetrahydrofuran / 2.5 h / -78 - -40 °C

9.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂; pyridine / 2 h / 20 °C

With pyridine; AD-mix-α; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; Dess-Martin periodane; ozone; magnesium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; toluene; tert-butyl alcohol; 8.2: Grignard reaction;
DOI:10.1021/ol0511833