(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

Base Information

Chemical Name:(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol
CAS No.:214405-71-7
Molecular Formula:C₂₈H₄₆O₅
Molecular Weight:462.67
Hs Code.:

Synonyms:(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

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Chemical Property of (9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

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Technology Process of (9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

There total 4 articles about (9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol 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: 88.0%

: 214405-70-6
Toluene-4-sulfonic acid (E)-(1S,2S)-1-[(3R,4R)-7-benzyloxy-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-heptyl]-2-methoxymethoxy-dodec-3-enyl ester

: 214405-71-7
(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 12h;
DOI:10.1021/jo981103r

Reference yield:

: 204572-66-7
(4R,5R)-8-Benzyloxy-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-octanal

: 214405-71-7
(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

2: 96 percent / pyridine / 12 h

3: 88 percent / TBAF / tetrahydrofuran / 12 h / 50 °C

With pyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Tosylation / 3: Cyclization;
DOI:10.1021/jo981103r

Reference yield:

: Tributyl-[(R)-1-((Z)-2-methoxymethoxy-vinyl)-nonyl]-stannane

: 214405-71-7
(9E)-(11S,12R,15R,16R)-19-benzyloxy-11-(methoxymethoxy)-12,15-oxido-9-nonadecen-16-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -78 °C

2: 96 percent / pyridine / 12 h

3: 88 percent / TBAF / tetrahydrofuran / 12 h / 50 °C

With pyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Tosylation / 3: Cyclization;
DOI:10.1021/jo981103r