1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

Base Information

Chemical Name:1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one
CAS No.:86781-94-4
Molecular Formula:C₂₈H₃₃NO₈
Molecular Weight:511.572
Hs Code.:

Synonyms:1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

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Chemical Property of 1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

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Technology Process of 1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

There total 5 articles about 1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one 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: 70.0%

: 108-24-7
acetic anhydride

: 86781-92-2
1-benzyl-4,5,6,7-tetrahydro-2-α-D-lyxopyranosyl-6,6-dimethyl-indol-4-one

: 86781-94-4
1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

Guidance literature:: In pyridine; at 0 ℃; for 24h;
DOI:10.1016/0008-6215(83)88114-2

Reference yield:

: 12676-50-5,20699-68-7,39697-22-8,39945-66-9,40437-41-0,40437-60-3,124991-13-5,124991-14-6,131320-60-0,131320-61-1,131320-62-2,131320-63-3,132620-68-9,132620-69-0,132620-70-3
2-(benzylamino)-2-deoxy-D-glycero-L-gluco-heptononitrile

: 86781-94-4
1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

Guidance literature:: Multi-step reaction with 4 steps

1: 3 g / hydrogen / 10 percent palladium-on-barium sulfate / aq. HCl / 72 h / 760 Torr / Ambient temperature

2: 21 percent / sodium carbonate / H₂O; acetone / 240 h / Ambient temperature

3: 40 percent / trifluoroacetic acid / ethanol; H₂O / 7 h / Ambient temperature

4: 70 percent / pyridine / 24 h / 0 °C

With hydrogen; sodium carbonate; trifluoroacetic acid; palladium on barium sulfate; In pyridine; hydrogenchloride; ethanol; water; acetone;
DOI:10.1016/0008-6215(83)88114-2

Reference yield:

: 126-81-8
dimedone

: 86781-94-4
1-benzyl-4,5,6,7-tetrahydro-6,6-dimethyl-2-(2,3,4-tri-O-acetyl-α-D-lyxopyranosyl)-indol-4-one

Guidance literature:: Multi-step reaction with 3 steps

1: 21 percent / sodium carbonate / H₂O; acetone / 240 h / Ambient temperature

2: 40 percent / trifluoroacetic acid / ethanol; H₂O / 7 h / Ambient temperature

3: 70 percent / pyridine / 24 h / 0 °C

With sodium carbonate; trifluoroacetic acid; In pyridine; ethanol; water; acetone;
DOI:10.1016/0008-6215(83)88114-2