(1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

Base Information

Chemical Name:(1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one
CAS No.:56014-68-7
Molecular Formula:C₂₈H₄₄O₇
Molecular Weight:492.653
Hs Code.:

(1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

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Chemical Property of (1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

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Technology Process of (1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

There total 30 articles about (1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-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: 68.0%

: 774-48-1
(diethoxymethyl)benzene

: 11038-52-1,19432-15-6,19432-16-7,141315-58-4,141315-59-5
(9S)-dihydroerythronolide B

: 56014-68-7,56085-63-3,114182-42-2
(1S,2R,5R,6R,7R,8S,9S,10R,12R,13R,15R,17S)-5-Ethyl-7,9,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at -10 ℃;
DOI:10.1016/S0040-4039(00)96399-8

Reference yield: 48.0%

: 774-48-1
(diethoxymethyl)benzene

: 11038-52-1,19432-15-6,19432-16-7,141315-58-4,141315-59-5
(9S)-dihydroerythronolide B

: 56014-68-7,56085-63-3,114182-42-2
3,5-O-benzylidene-(9S)-dihydroerythronolide B

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at -10 ℃; for 5.5h;
DOI:10.1007/BF00953635

Reference yield:

: 114137-94-9
3,5-isopropylidene-9-11-O-(p-methoxybenzylidene)-9(S)-dihydroerythronolide B

: 56014-68-7,56085-63-3,114182-42-2
3,5-O-benzylidene-(9S)-dihydroerythronolide B

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / TFA / acetonitrile; H₂O / 0.08 h / Ambient temperature

2: 48 percent / (+/-)-camphor-10-sulfonic acid / CH₂Cl₂ / 5.5 h / -10 °C

With camphor-10-sulfonic acid; trifluoroacetic acid; In dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4020(01)81090-5