55444-67-2

Usage

InChI:InChI=1/C7H15BrO3/c1-9-7(10-2,11-3)5-4-6-8/h4-6H2,1-3H3

Upstream product

• 67-56-1 methanol 
• 21367-90-8 methyl-4-bromo-1-butane imidate hydrochloride 

Downstream Products

• 129152-22-3 3-(3-Carboxypropyl)-2-cyclohexenon-methylester 
• 155570-04-0 trimethyl-4-(p-tolylsulfonyl)-orthobutanoate 
• 1732-09-8 dimethyl subarate 
• 141304-45-2 C₂₇H₄₀O₇ 
• 4897-84-1 Methyl 4-bromobutyrate 
• 654074-74-5 methyl 4-(2,6-diiodo-4-methyl)phenoxybutyrate 
• 642486-98-4 methyl 4-(tert-butyl-2,6-diiodophenoxy)-butyrate 
• 1398274-06-0 methyl 4-(2-phenyl-1,3-dithian-2-yl)butanoate 
• 883245-09-8 2-(3-bromopropyl)benzooxazole 
• 1027731-82-3 (S)-9,9-dimethoxy-2,2-dimethyl-4-phenyl-10-oxa-λ⁴-thia-3-aza-2-silaundec-3-ene 4-oxide 
• 209688-77-7 4,4,4-trimethoxybutyl4-methylbenzenesulfonothioate 
• 129152-28-9 4-(1-Hydroxy-cyclohex-2-enyl)-butyric acid methyl ester 
• 129152-23-4 4-(3-Hydroxy-cyclohex-1-enyl)-butyric acid methyl ester 
• 50781-91-4 methyl 7-hydroxy-5-heptynoate 

Relevant academic research and scientific papers

Enantioselective synthesis of methyl (+)-(R)-11-hydroxy-8(E)-dodecenoate, the seco-ester of (+)-(R)-recifeiolide, from [2(S), S(R)]-2-(p-tolylsulfinyl)methyl oxirane

A short and enantioselective synthesis of the seco-ester of (+)-(R)-recifeiolide from the readily available [2(S), S(R)]-2-(p-tolylsulfinyl)methyl oxirane is described.

ALKYLATION REACTIONS OF PROPARGYL ALCOHOL; IMPROVED ROUTES TO PROSTAGLANDIN α-SIDE CHAIN PRECURSORS

Alkylation reactions of the dilithio derivative of propargyl alcohol and the lithio derivative of tetrahydropyranyl protected propargyl alcohol have been explored in order to develop improved synthetic routes to the key prostaglandin α-side chain precursor methyl 7-hydroxyhept-5-ynoate (5).The use of methyl 4-bromobutanoate or the lithium salt of 4-bromobutanoic acid in these reactions did not produce the required products whereas alkylation using trimethyl ortho-4-bromobutanoate (15) gave methyl 7-hydroxyhept-5-ynoate (5) or the corresponding THP ether (4) in good yield after orthoester hydrolysis.Procedures are also described for the transformation of alcohol (5) and THP (4) into methyl 7-bromohept-5-ynoate (1).Alcohol (5) can also be converted into methyl (Z)-7-bromohept-5-enoate (2) using literature procedures.