methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

Base Information

Chemical Name:methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate
CAS No.:294664-41-8
Molecular Formula:C₃₀H₂₇NO₈
Molecular Weight:529.546
Hs Code.:

Synonyms:methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

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Chemical Property of methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

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Technology Process of methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

There total 9 articles about methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate 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: 56.0%

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: C₂₇H₂₃NO₇

: 294664-40-7
methyl Z-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

: 294664-41-8
methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

Guidance literature:: In dichloromethane; at 20 ℃; for 19h;
DOI:10.1016/S0040-4020(01)01126-7

Reference yield:

: 582-25-2
Potassium benzoate

: 294664-41-8
methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / dimethylformamide / 48 h / 100 °C

2: 77 percent / NaN₃ / dimethylsulfoxide / 47 h / 115 - 120 °C

3: H₂ / 10 percent Pd/C / ethanol; CHCl₃ / 120 h / 20 °C

4: 4.67 g / pyridine / 96 h / 20 °C

5: CF₃CO₂H; 6M HCl / 96 h / 4 °C

6: 29 percent / CH₂Cl₂ / 19 h / 20 °C

With pyridine; hydrogenchloride; sodium azide; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01126-7

Reference yield:

: 157506-35-9
2,5-anhydro-3,6-di-O-methanesulfonyl-D-glucose ethylene acetal

: 294664-41-8
methyl E-4,7-anhydro-5-benzamido-6,8-di-O-benzoyl-2,3,5-trideoxy-D-allo-oct-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / Ag₂O / diethyl ether / 22 h / Heating

2: 83 percent / dimethylformamide / 48 h / 100 °C

3: 77 percent / NaN₃ / dimethylsulfoxide / 47 h / 115 - 120 °C

4: H₂ / 10 percent Pd/C / ethanol; CHCl₃ / 120 h / 20 °C

5: 4.67 g / pyridine / 96 h / 20 °C

6: CF₃CO₂H; 6M HCl / 96 h / 4 °C

7: 29 percent / CH₂Cl₂ / 19 h / 20 °C

With pyridine; hydrogenchloride; sodium azide; hydrogen; trifluoroacetic acid; silver(l) oxide; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)01126-7