2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

Base Information

Chemical Name:2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester
CAS No.:54230-53-4
Molecular Formula:C₂₂H₂₃NO₇
Molecular Weight:413.427
Hs Code.:

Synonyms:

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Chemical Property of 2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

There total 13 articles about 2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid 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:

: 116233-54-6
3,6-dihydro-2H-pyran-2-carboxylic acid

: 54230-53-4
2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: oxalyl chloride / toluene / 0.5 h

2: Et₃N / toluene / 23 °C

3: pentane / 1 h

4: Br(coll)2ClO₄ (bromonium bis(collidine) perchlorate) / CH₂Cl₂ / 1.) 5 min. -78 deg C; 2.) from -78 deg C to RT

5: 290 mg / potassium tert-butoxide / dimethylsulfoxide / 12 h / 23 °C

6: 92 percent / m-chloroperbenzoic acid (mCPBA) / 12 h / 23 °C

7: 99 percent / 4-(N,N-dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 3 h / 23 °C

8: 76 percent / CAN, silica gel / acetonitrile; H₂O / 0.17 h / 23 °C

9: potassium hydroxide / aq. ethanol / 192 h / Heating

10: thionyl chloride

11: 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; potassium hydroxide; thionyl chloride; oxalyl dichloride; ammonium cerium(IV) nitrate; bromonium bis(collidine) perchlorate; potassium tert-butylate; silica gel; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; pentane;
DOI:10.1021/jo00255a020

Reference yield:

: 24588-58-7
diethyl 3,6-dihydro-2H-pyran-2,2-dicarboxylate

: 54230-53-4
2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 2 N KOH / ethanol; H₂O / 48 h / 23 °C

2: 95 percent / 1 h / 150 °C

3: oxalyl chloride / toluene / 0.5 h

4: Et₃N / toluene / 23 °C

5: pentane / 1 h

6: Br(coll)2ClO₄ (bromonium bis(collidine) perchlorate) / CH₂Cl₂ / 1.) 5 min. -78 deg C; 2.) from -78 deg C to RT

7: 290 mg / potassium tert-butoxide / dimethylsulfoxide / 12 h / 23 °C

8: 92 percent / m-chloroperbenzoic acid (mCPBA) / 12 h / 23 °C

9: 99 percent / 4-(N,N-dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 3 h / 23 °C

10: 76 percent / CAN, silica gel / acetonitrile; H₂O / 0.17 h / 23 °C

11: potassium hydroxide / aq. ethanol / 192 h / Heating

12: thionyl chloride

13: 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; potassium hydroxide; thionyl chloride; oxalyl dichloride; ammonium cerium(IV) nitrate; bromonium bis(collidine) perchlorate; potassium tert-butylate; silica gel; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; pentane;
DOI:10.1021/jo00255a020

Reference yield:

: 3,6-Dihydro-2H-pyran-2-carbonyl chloride

: 54230-53-4
2,3-O,N-dibenzoyl-1-O-methyl-β,D-ezoaminuroic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: Et₃N / toluene / 23 °C

2: pentane / 1 h

3: Br(coll)2ClO₄ (bromonium bis(collidine) perchlorate) / CH₂Cl₂ / 1.) 5 min. -78 deg C; 2.) from -78 deg C to RT

4: 290 mg / potassium tert-butoxide / dimethylsulfoxide / 12 h / 23 °C

5: 92 percent / m-chloroperbenzoic acid (mCPBA) / 12 h / 23 °C

6: 99 percent / 4-(N,N-dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 3 h / 23 °C

7: 76 percent / CAN, silica gel / acetonitrile; H₂O / 0.17 h / 23 °C

8: potassium hydroxide / aq. ethanol / 192 h / Heating

9: thionyl chloride

10: 4-(N,N-dimethylamino)pyridine / CH₂Cl₂

With dmap; potassium hydroxide; thionyl chloride; ammonium cerium(IV) nitrate; bromonium bis(collidine) perchlorate; potassium tert-butylate; silica gel; triethylamine; 3-chloro-benzenecarboperoxoic acid; In ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; acetonitrile; pentane;
DOI:10.1021/jo00255a020