methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

Base Information

Chemical Name:methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside
CAS No.:134029-28-0
Molecular Formula:C₂₅H₃₁F₆NO₁₁S
Molecular Weight:667.578
Hs Code.:

Synonyms:methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

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Chemical Property of methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

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Technology Process of methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

There total 10 articles about methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside 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: 90.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 153693-50-6
Benzoic acid (2R,3R,4S,5S,6R)-3-{(2S,4S,5S)-5-[ethyl-(2,2,2-trifluoro-acetyl)-amino]-4-methoxy-tetrahydro-pyran-2-yloxy}-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

: 134029-28-0
methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ja00084a018

Reference yield:

: 134006-16-9
2,4-dideoxy-3-O-methyl-4-(N-(trifluoroacetyl)-N-ethylamino)-1-phenylsulfinyl-α,β-L-xylopyranose

: 134029-28-0
methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether / 0.08 h / -60 °C

2: 1.) (Bu₃Sn)2O / 1.) toluene, 70 deg C, 1 h, 2.) Et₂O, from -60 deg C to 0 deg C, 1 h

3: 90 percent / TsOH, H₂O / methanol / 1 h / 25 °C

4: 71 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / 50 °C

5: 90 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; dmap; water; toluene-4-sulfonic acid; triethylamine; bis(tri-n-butyltin)oxide; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ja00084a018

Reference yield:

: 39981-26-5
methyl 6-deoxy-3,4-O-isopropylidene-β-D-galactopyranoside

: 134029-28-0
methyl 3-O-benzoyl-6-deoxy-2-O-<2,4-dideoxy-3-O-methyl-4-(N-trifluoroacetyl-N-ethylamino)-α-L-xylopyranosyl>-4-triflyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) (Bu₃Sn)2O / 1.) toluene, 70 deg C, 1 h, 2.) Et₂O, from -60 deg C to 0 deg C, 1 h

2: 90 percent / TsOH, H₂O / methanol / 1 h / 25 °C

3: 71 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / 50 °C

4: 90 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; dmap; water; toluene-4-sulfonic acid; triethylamine; bis(tri-n-butyltin)oxide; In methanol; dichloromethane;
DOI:10.1021/ja00084a018