2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

Base Information

Chemical Name:2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester
CAS No.:912656-51-0
Molecular Formula:C₂₇H₂₈N₄O₈
Molecular Weight:536.541
Hs Code.:

2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-<i>tert</i>-butyl ester

Synonyms:2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

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Chemical Property of 2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

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Technology Process of 2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

There total 4 articles about 2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester 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: 71.0%

: 912656-49-6
(S)-4-[(S)-1-(4-Benzyloxycarbonyl-oxazol-2-yl)-2-hydroxy-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid tert-butyl ester

: 912656-51-0
2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

Guidance literature:: (S)-4-[(S)-1-(4-Benzyloxycarbonyl-oxazol-2-yl)-2-hydroxy-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid tert-butyl ester; With diethylamino-sulfur trifluoride; In dichloromethane; at -78 ℃; for 1h;

With Bromotrichloromethane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1021/ol061793i

Reference yield:

: 890403-75-5
(S)-2-[3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl]oxazole-4-carboxylic acid

: 912656-51-0
2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: HCl / dioxane; ethyl acetate / 1.5 h / 20 °C

1.2: 84 percent / DIEA; bromo-tris-pyrrolidino-phosphonium hexafluorophosphate / CH₂Cl₂ / 0 - 20 °C

2.1: diethylaminosulfur trifluoride / CH₂Cl₂ / 1 h / -78 °C

2.2: 71 percent / DBU; BrCCl₃ / CH₂Cl₂ / 8 h / 20 °C

With hydrogenchloride; diethylamino-sulfur trifluoride; In 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1021/ol061793i

Reference yield:

: 203456-93-3
(S)-methyl 2-[3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl]oxazole-4-carboxylate

: 912656-51-0
2''',2'''-dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 4-benzyl ester 3'''-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / LiOH*H₂O / methanol; tetrahydrofuran; H₂O / 3 h / 0 °C

2.1: HCl / dioxane; ethyl acetate / 1.5 h / 20 °C

2.2: 84 percent / DIEA; bromo-tris-pyrrolidino-phosphonium hexafluorophosphate / CH₂Cl₂ / 0 - 20 °C

3.1: diethylaminosulfur trifluoride / CH₂Cl₂ / 1 h / -78 °C

3.2: 71 percent / DBU; BrCCl₃ / CH₂Cl₂ / 8 h / 20 °C

With hydrogenchloride; lithium hydroxide; diethylamino-sulfur trifluoride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/ol061793i