50376-41-5

Basic information

• Product Name: (3E,6R,9E,11R,14R)-11-Hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione
• Synonyms: (3E,6R,9E,11R,14R)-11-Hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione;Colletallol
• CAS NO: 50376-41-5
• Molecular Formula: C14H20 O5
• Molecular Weight: 268.31
• Mol File: 50376-41-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3E,6R,9E,11R,14R)-11-Hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (3E,6R,9E,11R,14R)-11-Hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione(50376-41-5)
• EPA Substance Registry System: (3E,6R,9E,11R,14R)-11-Hydroxy-6,14-dimethyl-1,7-dioxacyclotetradeca-3,9-diene-2,8-dione(50376-41-5)

Safety Data

• Hazardous Substances Data: 50376-41-5(Hazardous Substances Data)

Upstream product

• 104446-42-6 9-hydroxy-1,4-dioxaspiro[4.6]undecan-8-one 
• 97911-83-6 (3E,9E)-(6R,14R)-6,14-Dimethyl-1,7-dioxa-cyclotetradeca-3,9-diene-2,8,11-trione 
• 97911-75-6 8-Methyl-1,4-dioxa-spiro[4.6]undecane-8,9-diol 
• 1206196-02-2 C₁₆H₂₄O₆ 
• 134852-87-2 (E)-(4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-oct-2-enoic acid 2-benzenesulfonyl-ethyl ester 
• 134828-70-9 methyl 7(R)-acetoxy-4(R)-tert. butyldimethylsilyloxy-2(E)-octenoate 
• 134828-78-7 (E)-(4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-oct-2-enoic acid methyl ester 
• 135100-94-6 (E)-(4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-((E)-(R)-5-hydroxy-hex-2-enoyloxy)-oct-2-enoic acid 2-benzenesulfonyl-ethyl ester 
• 135100-92-4 (E)-(4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-((E)-(R)-5-hydroxy-hex-2-enoyloxy)-oct-2-enoic acid 
• 135100-88-8 Acetic acid (R)-3-((2R,3R)-3-hydroxymethyl-oxiranyl)-1-methyl-propyl ester 
• 134828-82-3 Acetic acid (E)-(R)-6-hydroxy-1-methyl-hex-4-enyl ester 
• 135100-93-5 (3E,9E)-(6R,11R,14R)-11-(tert-Butyl-dimethyl-silanyloxy)-6,14-dimethyl-1,7-dioxa-cyclotetradeca-3,9-diene-2,8-dione 
• 97911-76-7 4,4-(Ethylenedioxy)-7-oxooctanoic acid 
• 97911-85-8 5-Hydroxy-hexanoic acid benzyl ester 

Relevant articles and documents

Stereoselective total synthesis of (-)-(6 R,11 R,14 R)-colletallol via RCM protocol

The total synthesis of (-)-colletallol via a ring-closing metathesis protocol is reported. Georg Thieme Verlag Stuttgart.

AN ENANTIOSELECTIVE TOTAL SYNTHESIS OF THE MACRODIOLIDE (-)-(RRR)-COLLETALLOL

The total synthesis of (-)-colletallol, a naturally occurring macrodiolide, has been completed in 26 steps.An essential step in the sequence is the photo-induced rearrangement of an α,β-epoxy diazomethyl ketone to produce a 4-hydroxy-2-alkenoate.

SYNTHESIS OF (+/-)-PYRENOPHORIN AND (+/-)-COLLETALLOL

Pyrenephorin 1 and colletallol 3 were synthesized in their racemic forms from the corresponding hydrocarboxylic acids 9 and 14 via stereoselective formation of the requisite trans double bonds after macrocyclization.