(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

Base Information

Chemical Name:(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane
CAS No.:1269830-08-1
Molecular Formula:C₄₅H₆₈O₄Si₂
Molecular Weight:729.204
Hs Code.:

(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

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Chemical Property of (5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

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Technology Process of (5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

There total 11 articles about (5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane 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:

: C₄₈H₇₆O₄Si₃

: 1269830-08-1
(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: With potassium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1039/c0ob00491j

Reference yield:

: (3R,4S,5S)-6-(benzyloxy)-1-[(R)-tert-butylsulfinyl]-4-hydroxy-3,5-dimethylhexan-2-one

: 1269830-08-1
(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: Multi-step reaction with 10 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 3 h / -78 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

2.2: 4 h / 0 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0.25 h / 0 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 23 h / -78 - 20 °C

6.1: RANEY .(R). Ni / ethanol / 20 °C

7.1: hydrogen / ethanol / 0.33 h

8.1: Dess-Martin periodane / dichloromethane / 0.5 h

9.1: chromium dichloride / tetrahydrofuran / 20 °C

10.1: potassium hydride / tetrahydrofuran / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; chromium dichloride; hydrogen; potassium hydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Pummerer reaction / 8.1: Dess-Martin oxidation / 10.1: Peterson olefination;
DOI:10.1039/c0ob00491j

Reference yield:

: (2S,3S,4S,5S)-1-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-6-[(R)-tert-butylsulfinyl]-5-(4-methoxybenzyloxy)-2,4-dimethylhexane

: 1269830-08-1
(5S,6S,7R,10S)-5-[(S,Z)-hexa-3,5-dien-2-yl]-7-(4-methoxybenzyloxy)-2,2,3,3,6,10,14,14-octamethyl-13,13-diphenyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: Multi-step reaction with 7 steps

1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0.25 h / 0 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 23 h / -78 - 20 °C

3: RANEY .(R). Ni / ethanol / 20 °C

4: hydrogen / ethanol / 0.33 h

5: Dess-Martin periodane / dichloromethane / 0.5 h

6: chromium dichloride / tetrahydrofuran / 20 °C

7: potassium hydride / tetrahydrofuran / 2 h / 0 - 20 °C

With 2,4,6-trimethyl-pyridine; chromium dichloride; hydrogen; potassium hydride; Dess-Martin periodane; trifluoroacetic anhydride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 1: Pummerer reaction / 5: Dess-Martin oxidation / 7: Peterson olefination;
DOI:10.1039/c0ob00491j