566202-91-3

Upstream product

• 151670-13-2 (D)-1-(1-pyrrolidinyl)-2-hydroxy-1-propanone 
• 566202-72-0 [2-(4-benzyloxybenzyloxy)-5-bromophenyl]acetic acid 
• 122151-38-6 (S)-2-hydroxy-1-(pyrrolidin-1-yl)propan-1-one 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 836-43-1 4-benzyloxybenzyl alcohol 
• 100-39-0 benzyl bromide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 13997-74-5 2-allyl-4-bromophenol 
• 566202-90-2 1-(4-benzyloxybenzyloxy)-2-allyl-4-bromobenzene 
• 836-42-0 4-benzyloxybenzyl chloride 

Downstream Products

• 566202-73-1 [2-(4-Benzyloxy-benzyloxy)-5-bromo-phenyl]-diazo-acetic acid (R)-1-methyl-2-oxo-2-pyrrolidin-1-yl-ethyl ester 
• 71461-13-7 (-)-ephedradine A 
• 566202-75-3 (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 
• 566202-74-2 (1'R,2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 1'-methyl-2'-oxo-2'-pyrrolidin-1'-ylethyl ester 
• 566202-78-6 (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid [4'-(tert-butyldiphenylsilanyloxy)butyl]-(3'-hydroxypropyl)amide 
• 566202-77-5 (2R,3R)-2-(4-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 3-[4-(tert-butyldiphenylsilanyloxy)butylamino]propyl ester 
• 566202-93-5 (2'R,3'R)-acetic acid 3-{[2'-(4''-benzyloxyphenyl)-5'-bromo-2',3'-dihydrobenzofuran-3'-carbonyl]-[4'-(tert-butyldiphenylsilanyloxy)butyl]amino}propyl ester 
• 566203-08-5 O-benzyloxy-N₁-benzyloxycarbonyl-ephedradine A 
• 1027016-54-1 (S)-3-[(2R,3R)-3-{(3-Acetoxy-propyl)-[4-(tert-butyl-diphenyl-silanyloxy)-butyl]-carbamoyl}-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-5-yl]-3-amino-propionic acid methyl ester 
• 566202-79-7 (2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]acrylic acid methyl ester 
• 566202-96-8 (3R,2'R,3'R)-3-[3'-{(3''-acetoxypropyl)-[4''-(tert-butyldiphenylsilanyloxy)butyl]carbamoyl}-2'-(4''-benzyloxyphenyl)-2',3'-dihydrobenzofuran-5'-yl]-3-aminopropionic acid methyl ester 
• 566202-92-4 (2R,3R)-2-(4'-benzyloxyphenyl)-5-bromo-2,3-dihydrobenzofuran-3-carboxylic acid 3-[[4'-(tert-butyldiphenylsilanyloxy)butyl]-(2'-nitrobenzenesulfonyl)amino]propyl ester 
• 566203-02-9 19-(4-benzyloxyphenyl)-3-(3-hydroxypropyl)-13-methoxycarbonylmethyl-8-(2-nitrobenzenesulfonyl)-2-oxo-18-oxa-3,8,12-triazatricyclo[12.5.2.0^0.0]heneicosa-14⁽²¹⁾,15,17⁽²⁰⁾-triene-12-carboxylic acid benzyl ester 
• 566202-88-8 O-benzyloxy-N₁-benzyloxycarbonyl-N₂-nitrobenzenesulfonyl-ephedradine A 

Relevant academic research and scientific papers

Total synthesis of (-)-ephedradine A: An efficient construction of optically active dihydrobenzofuran-ring via C-H insertion reaction

The stereocontrolled total synthesis of (-)-ephedradine A (1) has been accomplished. Construction of optically active dihydrobenzofuran-ring was performed by a novel asymmetric C-H insertion reaction. After an intramolecular ester-amide exchange reaction and a Sharpless asymmetric aminohydroxylation reaction, construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction. Graphical Abstract.

Stereocontrolled total synthesis of (-)-ephedradine a (orantine)

The stereocontrolled total synthesis of (-)-ephedradine A has been accomplished. The synthesis features an asymmetric C-H insertion reaction, an intramolecular ester-amide exchange reaction, and a Sharpless asymmetric aminohydroxylation reaction. Construction of the complex macrocyclic ring was performed by Ns-strategy and an intramolecular aza-Wittig reaction. Copyright

An efficient synthesis of optically active trans-2-Aryl-2,3-dihydrobenzofuran-3-carboxylic acid esters via C-H insertion reaction

Optically active trans-2-Aryl-2,3-dihydrobenzofuran-3-carboxylic acid esters were synthesized by intramolecular C-H insertion reaction. Upon treatment with a catalytic amount of Rh2(R-DOSP)4, aryldiazoester 8c possessing a chiral auxiliary underwent C-H insertion reaction to give 9c in high yield and in high selectivity (84% yield, 86% de).