(S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester

Base Information

• Chemical Name: (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester
• CAS No.: 613242-49-2
• Molecular Formula: C₂₅H₂₆N₄O₉
• Molecular Weight: 526.503
• Mol file: 613242-49-2.mol

Synonyms:(S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester

Chemical Property of (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester

There total 13 articles about (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl 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: 96.0%

(S)-4-[2-Bromo-1-methoxy-1-(4-methoxycarbonyl-oxazol-2-yl)-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester (613242-48-1) → (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester (613242-49-2)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; at 60 ℃;

Reference yield:

(S)-2',2'-Dimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester (613242-35-6) → (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester (613242-49-2)

Guidance literature:

Multi-step reaction with 7 steps

1: TFA / CHCl₃

2: H₂ / 10 percent Pd-C / methanol

3: 74 percent / benzyltriazol-1-yloxy-tris(dimethylamino)phosphonium PF₆(-); (i-Pr)2NEt / dimethylformamide

4: Et₃N / CHCl₃

5: DBU / CHCl₃

6: 98 percent / NBS

7: 96 percent / Cs₂CO₃ / dioxane / 60 °C

With N-Bromosuccinimide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide;

Reference yield:

(S)-4-(1-Methoxycarbonyl-vinylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester (1025979-54-7) → (S)-4'-Methoxy-2''',2'''-dimethyl-4',5',4''',5'''-tetrahydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester 4-methyl ester (613242-49-2)

Guidance literature:

Multi-step reaction with 10 steps

1: NBS / tetrahydrofuran

2: 91 percent / Cs₂CO₃ / dioxane / 60 °C

3: 41 percent / CSA / toluene / 70 °C

4: TFA / CHCl₃

5: H₂ / 10 percent Pd-C / methanol

6: 74 percent / benzyltriazol-1-yloxy-tris(dimethylamino)phosphonium PF₆(-); (i-Pr)2NEt / dimethylformamide

7: Et₃N / CHCl₃

8: DBU / CHCl₃

9: 98 percent / NBS

10: 96 percent / Cs₂CO₃ / dioxane / 60 °C

With N-Bromosuccinimide; camphor-10-sulfonic acid; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(S)-4-[2-Bromo-1-methoxy-1-(4-methoxycarbonyl-oxazol-2-yl)-ethylcarbamoyl]-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

2-((S)-1-amino-2-hydroxyethyl)oxazole-4-carboxylic acid methyl ester

2-((S)-1-Benzyloxycarbonylamino-2-hydroxy-ethyl)-oxazole-4-carboxylic acid methyl ester

(S)-2',2'-Dimethyl-4',5'-dihydro-[2,4']bioxazolyl-4,3'-dicarboxylic acid 3'-benzyl ester 4-methyl ester

Downstream raw materials:

(S)-2''',2'''-Dimethyl-4''',5'''-dihydro-[2,4';2',4'';2'',4''']quateroxazole-4,3'''-dicarboxylic acid 3'''-benzyl ester