O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

Base Information

Chemical Name:O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate
CAS No.:155868-80-7
Molecular Formula:C₅₂H₄₅Cl₃N₂O₁₅
Molecular Weight:1044.29
Hs Code.:

Synonyms:O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

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Chemical Property of O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

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Technology Process of O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

There total 1 articles about O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) 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: 87.0%

: 545-06-2
trichloroacetonitrile

: 3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α,β-L-rhamnopyranose

: 155868-80-7
O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; Ambient temperature;
DOI:10.1016/0008-6215(93)80075-P

Reference yield: 89.0%

: 109714-38-7
allyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

: 155868-80-7
O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

: 155891-11-5
allyl 3-O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl)-2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1016/0008-6215(93)80075-P

Reference yield:

: 155868-80-7
O-(3-O-(3,4,6-tri-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl) trichloroacetimidate

: 155866-44-7
C₇₂H₆₅Cl₃N₂O₂₀

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / molecular sieves (4 Angstroem) / triethylsilyl trifluoromethanesulfonate (TESTfl) / CH₂Cl₂ / 0.17 h / -78 °C

2: 1.) 1,4-diazabicyclo<2.2.2>octane, 2.) yellow HgO, HgCl₂ / 1.) tris(triphenylphosphine)rhodium(I) chloride / 1.) EtOH, H₂O, reflux, 14 h, 2.) aq. acetone, r.t., 12 h

3: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / CH₂Cl₂ / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; triethylsilyl trifluoromethyl sulfonate; In dichloromethane;
DOI:10.1016/0008-6215(93)80075-P