Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester
CAS No.:148236-87-7
Molecular Formula:C₂₄H₂₃NO₈
Molecular Weight:453.449
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

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Technology Process of Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

There total 11 articles about Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl 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:

: 22529-61-9
(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro(2,3-d)(1,3)dioxol-5-yl)ethane-1,2-diol

: 148236-87-7
Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole / dimethylformamide / 4 h / Ambient temperature

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / -78 deg C, 2 h

3: 80 percent / tetrahydrofuran / 1 h / Ambient temperature

4: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

5: PPh₃, diethyl azodicarboxylate / toluene / 5 h / Heating

6: 76 percent / triisopropyl phosphite / Pd(PPh)3 / tetrahydrofuran / 18 h / Ambient temperature

7: 1.) O₃, NaBH₄, 2.) NaH / 1.) CH₂Cl₂, 2.) THF, 5 h

8: CAN / acetonitrile; H₂O / 6 h / Ambient temperature

9: 5N NaOH / tetrahydrofuran / 5 h / Heating

10: methanol / 24 h

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; ammonium cerium(IV) nitrate; triisopropyl phosphite; tetrabutyl ammonium fluoride; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/0040-4039(93)85033-S

Reference yield:

: 106445-04-9
1-(6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-(tert-butyldimethylsiloxy)ethanol

: 148236-87-7
Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / -78 deg C, 2 h

2: 80 percent / tetrahydrofuran / 1 h / Ambient temperature

3: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

4: PPh₃, diethyl azodicarboxylate / toluene / 5 h / Heating

5: 76 percent / triisopropyl phosphite / Pd(PPh)3 / tetrahydrofuran / 18 h / Ambient temperature

6: 1.) O₃, NaBH₄, 2.) NaH / 1.) CH₂Cl₂, 2.) THF, 5 h

7: CAN / acetonitrile; H₂O / 6 h / Ambient temperature

8: 5N NaOH / tetrahydrofuran / 5 h / Heating

9: methanol / 24 h

With sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; ammonium cerium(IV) nitrate; triisopropyl phosphite; tetrabutyl ammonium fluoride; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; toluene; acetonitrile;
DOI:10.1016/0040-4039(93)85033-S

Reference yield:

: 106445-05-0
3-O-benzyl-6-O-tert-butyldimethylsilyl-1,2-O-isopropylidene-α-D-xylo-hexofuran-5-ulose

: 148236-87-7
Benzoic acid (3aR,3bS,6S,6aR,7aR)-6-benzoylamino-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-ylmethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 80 percent / tetrahydrofuran / 1 h / Ambient temperature

2: Bu₄NF / tetrahydrofuran / 2 h / Ambient temperature

3: PPh₃, diethyl azodicarboxylate / toluene / 5 h / Heating

4: 76 percent / triisopropyl phosphite / Pd(PPh)3 / tetrahydrofuran / 18 h / Ambient temperature

5: 1.) O₃, NaBH₄, 2.) NaH / 1.) CH₂Cl₂, 2.) THF, 5 h

6: CAN / acetonitrile; H₂O / 6 h / Ambient temperature

7: 5N NaOH / tetrahydrofuran / 5 h / Heating

8: methanol / 24 h

With sodium hydroxide; sodium tetrahydroborate; ammonium cerium(IV) nitrate; triisopropyl phosphite; tetrabutyl ammonium fluoride; sodium hydride; ozone; triphenylphosphine; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; toluene; acetonitrile;
DOI:10.1016/0040-4039(93)85033-S