(5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane

Base Information

• Chemical Name: (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane
• CAS No.: 134822-19-8
• Molecular Formula: C₃₈H₆₄O₅Si₂
• Molecular Weight: 657.094

Synonyms:(5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane

Chemical Property of (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane

Chemical Property:

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Technology Process of (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane

There total 2 articles about (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane 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: 100.0%

(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol (131618-40-1) + benzoyl chloride (98-88-4) → (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane (134822-19-8)

Guidance literature:

With dmap; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00045a034

Reference yield:

benzoyl chloride (98-88-4) + (5R,8R)-12-Benzyloxy-5,8-bis-(tert-butyl-dimethyl-silanyloxy)-dodecan-1-ol (131618-40-1) → (5R,8R)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane (134822-19-8)

Guidance literature:

With dmap; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo00045a034

Reference yield: 95.0%

(5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>dodecane (134822-19-8) → (5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-dodecanediol (134822-20-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00045a034

upstream raw materials:

(5S,8S)-12-(Benzyloxy)-5,8-bis<(tert-butyldimethylsilyl)oxy>-1-dodecanol

benzoyl chloride

(5R,8R)-12-Benzyloxy-5,8-bis-(tert-butyl-dimethyl-silanyloxy)-dodecan-1-ol

Downstream raw materials:

(5S,8S)-1-(benzoyloxy)-12-(benzyloxy)-5,8-dodecanediol

(2R,5R)-2-<4-(benzoyloxy)butyl>-5-<4-(benzyloxy)butyl>pyrrolidine

(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-oxobutyl)pyrrolidine

(2R,5R)-5-<4-(benzyloxy)butyl>-N-<(benzyloxy)carbonyl>-2-(4-hydroxybutyl)pyrrolidine

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