2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

Base Information

Chemical Name:2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate
CAS No.:866476-79-1
Molecular Formula:C₄₀H₃₈Cl₃NO₁₅
Molecular Weight:879.098
Hs Code.:

Synonyms:2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

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Chemical Property of 2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

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Technology Process of 2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

There total 8 articles about 2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate 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: 57.0%

: C₃₈H₃₈O₁₅

: 545-06-2
trichloroacetonitrile

: 866476-79-1
2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.carres.2005.06.024

Reference yield:

: 866476-72-4
4-Oxo-pentanoic acid (2S,3R,4S,5S)-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

: 866476-79-1
2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / p-TsOH*H₂O / CH₂Cl₂ / 1.5 h / 20 °C

2: 88 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / -20 °C

3: 88 percent / Pd-C / methanol; CH₂Cl₂ / 14 h / 20 °C

4: 57 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.carres.2005.06.024

Reference yield:

: 866476-71-3
benzyl 2-O-levulinyl-3,4-O-isopropylidene-β-L-arabinopyranoside

: 866476-79-1
2-O-levulinyl-3-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)-4-O-acetyl-β-L-arabinopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / acetic acid; H₂O / 1 h / 70 °C

2: 94 percent / p-TsOH*H₂O / CH₂Cl₂ / 1.5 h / 20 °C

3: 88 percent / Me₃SiOTf / CH₂Cl₂ / 1 h / -20 °C

4: 88 percent / Pd-C / methanol; CH₂Cl₂ / 14 h / 20 °C

5: 57 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane; water; acetic acid;
DOI:10.1016/j.carres.2005.06.024