O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Base Information

Chemical Name:O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride
CAS No.:113842-86-7
Molecular Formula:C₅₆H₅₉FO₁₁
Molecular Weight:927.076
Hs Code.:

Synonyms:O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

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Chemical Property of O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

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Technology Process of O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

There total 11 articles about O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride 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%

: 113842-92-5
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

: 113842-86-7
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Guidance literature:: With silver fluoride; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1016/0008-6215(87)80136-2

Reference yield:

: 113842-59-4,113842-91-4
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-D-glucopyranose

: 113842-86-7
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

: 113842-93-6
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With hexafluoropropene-diethylamine adduct; In diethyl ether; at 20 ℃; for 28h; Yield given. Yields of byproduct given;
DOI:10.1016/0008-6215(87)80136-2

Reference yield:

: 97777-14-5
allyl O-(4,6-O-isopropylidene-α-D-glucopyranosyl)-(1->4)-β-D-glucopyranoside

: 113842-86-7
O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 50percent NaH in oil / 1.DMF, 20 deg C, 30 min 2.) DMF, 1h

2: 70 percent / AcOH / methanol / 1 h / 80 °C

3: 1.)(Bu₃Sn)2O 2.) Bu₄NBr / 1.) toluene, reflux, 4h, 2.) toluene, 80-85 deg C, 24h

4: 100 percent / pyridine / 4 h / 20 °C

5: 93 percent / PdCl₂, AcONa, AcOH / H₂O / 1 h / 70 °C

6: diethyl-1,1,2,3,3,3-hexafluoropropylamine / diethyl ether / 28 h / 20 °C

With pyridine; hexafluoropropene-diethylamine adduct; tetrabutylammomium bromide; sodium acetate; sodium hydride; acetic acid; bis(tri-n-butyltin)oxide; palladium dichloride; In methanol; diethyl ether; water;
DOI:10.1016/0008-6215(87)80136-2