2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

Base Information

Chemical Name:2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose
CAS No.:445397-60-4
Molecular Formula:C₂₉H₂₆Cl₃NO₇
Molecular Weight:606.887
Hs Code.:

Synonyms:2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

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Chemical Property of 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

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Technology Process of 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

There total 6 articles about 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose 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: 54.0%

: 545-06-2
trichloroacetonitrile

: 445397-59-1
4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-L-idopyranoside

: 445397-60-4
2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

Guidance literature:: 4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-L-idopyranoside; With ammonium cerium(IV) nitrate; In water; toluene; acetonitrile; at 20 ℃; for 0.0833333h;

trichloroacetonitrile; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

: 100-52-7
benzaldehyde

: 445397-60-4
2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4.37 g / TFA / 3 h / 20 °C

2.1: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.08 h / 20 °C

3.2: 54 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

With pyridine; ammonium cerium(IV) nitrate; trifluoroacetic acid; In dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

: 175978-71-9
1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-L-idopyranose

: 445397-60-4
2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / trimethylsilyl triflate / CH₂Cl₂ / 1.5 h / 20 °C

2.1: NaOMe / methanol / 20 °C

3.1: 4.37 g / TFA / 3 h / 20 °C

4.1: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

5.1: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.08 h / 20 °C

5.2: 54 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane; water; toluene; acetonitrile; 2.1: Zemplen reaction;
DOI:10.1016/S0008-6215(02)00060-5