methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside
CAS No.:163668-92-6
Molecular Formula:C₄₁H₅₀O₁₀
Molecular Weight:702.842
Hs Code.:

Synonyms:methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

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Chemical Property of methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

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Technology Process of methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

There total 8 articles about methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside 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: 91.0%

: 163668-91-5
methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-epoxy-4-oxaheptyl)-α-D-glucopyranoside

: 163668-92-6
methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

Guidance literature:: With trifluoroacetic acid; In acetone; Heating;
DOI:10.1016/0008-6215(94)84180-2

Reference yield:

: 106-92-3,25639-25-2,90907-93-0
Allyl glycidyl ether

: 163668-92-6
methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / 0.25 M aq. CF₃CO₂H / Heating

2: pyridine / 2 h / Heating

3: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, overnight

4: 21 g / 80percent aq. AcOH / 0.5 h / Heating

5: pyridine / CH₂Cl₂ / -40 - 20 °C

6: 1.) Na / 1.) THF, 30 min, 2.) THF, CH₂Cl₂, from -10 deg C to RT

7: 1.) Br₂, 0.5 M aq. NaOH, 2.) 2 M aq. NaOH / 1.) THF, 2.) THF, RT, 1 h

8: 91 percent / aq. CF₃CO₂H / acetone / Heating

With pyridine; sodium hydroxide; bromine; sodium; sodium hydride; acetic acid; trifluoroacetic acid; In dichloromethane; acetone;
DOI:10.1016/0008-6215(94)84180-2

Reference yield:

: 123-34-2
3-allyloxy-1,2-propanediol

: 163668-92-6
methyl 3,4,6-tri-O-benzyl-2-O-(2-benzyloxy-6,7-dihydroxy-4-oxaheptyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 2 h / Heating

2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT, overnight

3: 21 g / 80percent aq. AcOH / 0.5 h / Heating

4: pyridine / CH₂Cl₂ / -40 - 20 °C

5: 1.) Na / 1.) THF, 30 min, 2.) THF, CH₂Cl₂, from -10 deg C to RT

6: 1.) Br₂, 0.5 M aq. NaOH, 2.) 2 M aq. NaOH / 1.) THF, 2.) THF, RT, 1 h

7: 91 percent / aq. CF₃CO₂H / acetone / Heating

With pyridine; sodium hydroxide; bromine; sodium; sodium hydride; acetic acid; trifluoroacetic acid; In dichloromethane; acetone;
DOI:10.1016/0008-6215(94)84180-2