1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

Base Information

Chemical Name:1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol
CAS No.:887700-88-1
Molecular Formula:C₆₇H₇₄O₁₃
Molecular Weight:1087.32
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

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Chemical Property of 1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

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Technology Process of 1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

There total 12 articles about 1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol 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: 60.0%

: 57731-81-4
3-O-(2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol

: 126330-73-2
2-pyridyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside

: 887700-88-1
1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

Guidance literature:: With 4 A molecular sieve; methyl iodide; In dichloromethane; at 50 ℃; for 96h;
DOI:10.1016/j.carres.2006.01.021

Reference yield:

: (2R,3R,4S,5R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethoxy)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3,4,5-triol

: 887700-88-1
1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 0.450 g / KOH / dimethylsulfoxide / 16 h / 20 °C

2: 69 percent / NaHCO₃; ammonium cerium nitrate / acetonitrile / 1 h / 0 °C

3: 60 percent / 4 Angstroem molecular sieves; CH₃I / CH₂Cl₂ / 96 h / 50 °C

With potassium hydroxide; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium hydrogencarbonate; methyl iodide; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/j.carres.2006.01.021

Reference yield:

: Acetic acid (2R,3S,4S,5R)-4,5-diacetoxy-6-hydroxy-2-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl ester

: 887700-88-1
1,2-O-isopropylidene-3-O-[6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranosyl]-1,2-O-sn-glycerol

Guidance literature:: Multi-step reaction with 6 steps

1: 0.790 g / DBU / CH₂Cl₂ / 4 h / 20 °C

2: 72 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 5 h / -20 °C

3: MeONa / methanol

4: 0.450 g / KOH / dimethylsulfoxide / 16 h / 20 °C

5: 69 percent / NaHCO₃; ammonium cerium nitrate / acetonitrile / 1 h / 0 °C

6: 60 percent / 4 Angstroem molecular sieves; CH₃I / CH₂Cl₂ / 96 h / 50 °C

With potassium hydroxide; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; methyl iodide; In methanol; dichloromethane; dimethyl sulfoxide; acetonitrile; 3: Zemplen O-deacetylation;
DOI:10.1016/j.carres.2006.01.021