121980-44-7

Upstream product

• 109462-44-4 (R)-3-hydroxy-5-hexenoic acid methyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 181272-46-8 (2R)-1-cyano-2-hydroxy-4-pentene 
• 197899-19-7 (2R)-1-chloro-2-hydroxy-4-pentene 
• 866455-76-7 (3R)-5-hexene-1,3-diol 
• 1313835-58-3 (5R)-2,2,3,3,9,9,10,10-octamethyl-5-(prop-2-en-1-yl)-4,8-dioxa-3,9-disilaundecane 
• 1275506-53-0 (R)-3-((tert-butyldimethylsilyl)oxy)hex-5-enal 
• 1275506-51-8 (3R)-3-{[(tert-butyl)(dimethyl)silyl]oxy}hex-5-en-1-ol 
• 186581-53-3 diazomethane 
• 121772-43-8 (3R)-3-hex-5-enoic acid 

Downstream Products

• 1313835-56-1 methyl (3R,5E,7S)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-7-phenylhept-5-enoate 
• 1313835-59-4 dimethyl (3R,5E,8R)-3,8-bis{[(tert-butyl)(dimethyl)silyl]oxy}dec-5-enedioate 
• 1313835-55-0 methyl (3R,5R,6S,7R)-3,7-bis{[(tert-butyl)(dimethyl)silyl]oxy}-5,6-dihydroxy-7-phenylheptanoate 
• 147118-35-2 methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate 
• 133961-74-7 methyl (3R)-3-hydroxy-7-phenylhept-5-enoate 
• 121980-48-1 (3R)-3-hydroxy-7-phenylhept-5-enoic acid 
• 121980-48-1 (Z)-(R)-3-Hydroxy-7-phenyl-hept-5-enoic acid 
• 70633-86-2 (4R,6R,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 70633-85-1 (4R,6S,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 121980-49-2 (R)-4-Hydroxy-6-(2-phenyl-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one 
• 121980-46-9 methyl (3R)-3-<(t-butyl)dimethylsilyloxy>-7-phenylhept-5-enoate 
• 122046-62-2 (S)-goniothalamin 
• 22639-28-7 (R)-goniothalamin 

Relevant academic research and scientific papers

ROSUVASTATIN CALCIUM INTERMEDIATE AND PREPARATION METHOD THEREOF

A rosuvastatin calcium intermediate as shown by Formula I is prepared as follow: a) subjecting chloroethylene, magnesium and R-epoxy chloropropane to Grignard reaction, b) adding sodium cyanide for nucleophilic substitution reaction, c) adding alcohol for alcoholysis reaction, d) adding alkaline solvent for hydroxyl protection, e) subjecting the mixture to oxidation reaction, f) adding triphenyl phosphorus and subjecting to Wittig reaction in the presence of alkali to obtain the compound of formula I. The method has moderate reaction conditions, is convenient and stable and can be applied to industrial production.

ROSUVASTATIN CALCIUM INTERMEDIATE AND METHOD FOR PREPARING THE SAME

A method for preparing a rosuvastatin calcium intermediate, including a) contacting a halogenated ethene with magnesium metal to obtain a halogenated ethene Grignard reagent, and carrying out a Grignard reaction between the halogenated ethene Grignard reagent and R-epichlorohydrin; b) adding sodium cyanide for carrying out a nucleophilic substitution reaction; c) adding alcohol for carrying out an alcoholysis reaction; d) adding a basic solvent for carrying out protection of a first hydroxyl group; e) selectively oxidizing a second hydroxyl group; and f) adding triphenylphosphine in alkaline condition for carrying out a Wittig reaction.

Total synthesis of leiocarpin C and (+)-goniodiol via an olefin cross-metathesis protocol

A stereoselective total synthesis of leiocarpin C (2) and (+)-Goniodiol (1) by applying olefin cross-metathesis and substrate directed dihydroxylation as the key steps is reported (Schemea 3).

An Alternative Approach to Mevinic Acid Analogues from Methyl (3R)-(-)-3-Hydroxyhex-5-enoate and an Extension to Unambiguous Syntheses of (6R)-(+)- and (6S)-(-)-Goniothalamin

Ozonolysis of the 3-silyloxyhexenoate 12, derived from the yeast reduction product methyl (3R)-(-)-3-hydroxyhex-5-enoate 6 and having an enantiomeric enrichment of 78percent, followed by Wittig homologation and selenolactonization leads to the unsaturated mevinic acid analogues 17 and 18.Subsequent dehydration gives both enantiomers of the natural product goniothalamin 20 and 21.