(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

Base Information

Chemical Name:(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one
CAS No.:142945-24-2
Molecular Formula:C₃₆H₆₄O₇Si
Molecular Weight:636.985
Hs Code.:

Synonyms:(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

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Chemical Property of (E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

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Technology Process of (E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

There total 23 articles about (E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-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: 79.0%

: 142945-16-2
(2R,3R,5R,6S)-9-Benzyloxy-3-methoxy-5-methoxymethoxy-2,6-dimethyl-nonanal

: 142945-17-3
[(3R,4R)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-3-methyl-2-oxo-heptyl]-phosphonic acid diethyl ester

: 142945-24-2
(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

Guidance literature:: With potassium hexamethyldisilylazide; at -78 ℃;
DOI:10.1016/S0040-4039(00)79858-3

Reference yield:

: 83458-91-7
(2E)-6-(benzyloxy)hex-2-en-1-ol

: 142945-24-2
(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

Guidance literature:: Multi-step reaction with 11 steps

1: 70 percent / (-)-DET, Ti(OⁱPr)4, ^tBuOOH

2: 50 percent / CuI

3: 100 percent

4: 78 percent / NaH

5: 80 percent / Bu₄NF

6: 72 percent / PDC / dimethylformamide

7: 91 percent / AcCl

8: 98 percent / H₂ / Pd(OH)2-C

9: 98 percent

10: 89 percent / BuLi

11: 79 percent / potassium hexamethyldisilylazide / -78 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dipyridinium dichromate; n-butyllithium; potassium hexamethyldisilylazide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; (-)-diethyl tartrate; acetyl chloride; copper(l) iodide; palladium hydroxide - carbon; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79858-3

Reference yield:

: 83458-92-8
((2R,3R)-3-(3-(benzyloxy)propyl)oxiran-2-yl)methanol

: 142945-24-2
(E)-(4R,5R,9S,10R,12R,13S)-16-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-4,10-dimethoxy-12-methoxymethoxy-5,9,13-trimethyl-hexadec-7-en-6-one

Guidance literature:: Multi-step reaction with 10 steps

1: 50 percent / CuI

2: 100 percent

3: 78 percent / NaH

4: 80 percent / Bu₄NF

5: 72 percent / PDC / dimethylformamide

6: 91 percent / AcCl

7: 98 percent / H₂ / Pd(OH)2-C

8: 98 percent

9: 89 percent / BuLi

10: 79 percent / potassium hexamethyldisilylazide / -78 °C

With dipyridinium dichromate; n-butyllithium; potassium hexamethyldisilylazide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; acetyl chloride; copper(l) iodide; palladium hydroxide - carbon; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)79858-3