3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

Base Information

Chemical Name:3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose
CAS No.:194997-08-5
Molecular Formula:C₁₈H₂₁NO₅
Molecular Weight:331.368
Hs Code.:

Synonyms:3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

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Technology Process of 3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

There total 6 articles about 3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose 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: 55.0%

: 552849-03-3
3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-deoxy-β-D-mannopyranose

: 194997-08-5
3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 17h;
DOI:10.1021/jo034159g

Reference yield:

: 100-39-0
benzyl bromide

: 194997-08-5
3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran

2: 65 percent / dimethylformamide / 96 h / 120 °C

3: 91 percent / Et₃N; DMAP / ethyl acetate / 3 h / 20 °C

4: K₂CO₃ / methanol / 0.75 h

5: 55 percent / PCC / CH₂Cl₂ / 17 h

With dmap; sodium hydride; potassium carbonate; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo034159g

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 194997-08-5
3-(N-acetyl-N-allylamino)-1,6-anhydro-2-O-benzyl-3-keto-β-D-lyxo-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / dimethylformamide / 96 h / 120 °C

2: 91 percent / Et₃N; DMAP / ethyl acetate / 3 h / 20 °C

3: K₂CO₃ / methanol / 0.75 h

4: 55 percent / PCC / CH₂Cl₂ / 17 h

With dmap; potassium carbonate; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo034159g