3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

Base Information

Chemical Name:3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone
CAS No.:956317-01-4
Molecular Formula:C₂₀H₂₀O₅
Molecular Weight:340.376
Hs Code.:

Synonyms:3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

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Chemical Property of 3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

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Technology Process of 3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

There total 12 articles about 3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone 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: 52.0%

: 3-O-benzyl-5-C-phenyl-D-gluco-pentopyranose

: 2033-24-1
cycl-isopropylidene malonate

: 956317-01-4
3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 46 ℃; for 76h;
DOI:10.1021/ol701734s

Reference yield:

: (3aR,5S,6R,6aS)-5-Benzoyl-6-benzyloxy-tetrahydro-furo[3,2-b]furan-2-one

: 956317-01-4
3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

Guidance literature:: With lithium tri(t-butoxy)aluminum hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1016/S0040-4039(00)61436-3

Reference yield:

: 15354-75-3
3-O-benzyl-1,2-O-cyclohexylidene-α-D-xylo-pentodialdo-1,4-furanose

: 956317-01-4
3,6-anhydro-5-O-benzyl-2-deoxy-7-C-phenyl-D-glycero-D-ido-heptono-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 69 percent / diethyl ether / 3.5 h / 0 °C

2: 79 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C

3: 99 percent / sodium methoxide / methanol; CH₂Cl₂ / 24 h / 0 - 20 °C

4: 87 percent / aq. acetic acid / 4 h / Heating

5: 52 percent / triethylamine / dimethylformamide / 76 h / 46 °C

With sodium methylate; acetic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/ol701734s