methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside
CAS No.:141020-40-8
Molecular Formula:C₂₉H₃₀O₇
Molecular Weight:490.553
Hs Code.:

Synonyms:methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

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Chemical Property of methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

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Technology Process of methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

There total 8 articles about methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside 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:

: 141115-75-5
methyl 2-O-benzyl-4,6-di-O-benzylidene-α-D-altropyranoside

: 141020-40-8
methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 52 percent / pyridinium dichromate (PDC) / CH₂Cl₂ / 48 h / Heating

2: 1.) MePPh₃Br, KOt-Bu / 1.) THF, 15 min 2.) THF, 30 min

3: 60percent aq. N-methylmorpholine N-oxide (NMMO), pyridine / OsO₄ / 2-methyl-propan-2-ol; H₂O / 48 h / Heating

4: pyridine / CH₂Cl₂ / 48 h

5: LiAlH₄ / tetrahydrofuran / 1 h / Heating

6: 1.) n-BuLi / 1.) THF, hexane, 30 min 2.) reflux, 30 min

With pyridine; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; potassium tert-butylate; methyl triphenylphosphonium bromide; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

Reference yield:

: 3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2,2880-96-8
methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside

: 141020-40-8
methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) dioxane, reflux, 1 h 2.) dioxane, reflux, 1-2 d

2: 52 percent / pyridinium dichromate (PDC) / CH₂Cl₂ / 48 h / Heating

3: 1.) MePPh₃Br, KOt-Bu / 1.) THF, 15 min 2.) THF, 30 min

4: 60percent aq. N-methylmorpholine N-oxide (NMMO), pyridine / OsO₄ / 2-methyl-propan-2-ol; H₂O / 48 h / Heating

5: pyridine / CH₂Cl₂ / 48 h

6: LiAlH₄ / tetrahydrofuran / 1 h / Heating

7: 1.) n-BuLi / 1.) THF, hexane, 30 min 2.) reflux, 30 min

With pyridine; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; potassium tert-butylate; methyl triphenylphosphonium bromide; sodium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 141020-40-8
methyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-3-C-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) dioxane, reflux, 1 h 2.) dioxane, reflux, 1-2 d

2: 52 percent / pyridinium dichromate (PDC) / CH₂Cl₂ / 48 h / Heating

3: 1.) MePPh₃Br, KOt-Bu / 1.) THF, 15 min 2.) THF, 30 min

4: 60percent aq. N-methylmorpholine N-oxide (NMMO), pyridine / OsO₄ / 2-methyl-propan-2-ol; H₂O / 48 h / Heating

5: pyridine / CH₂Cl₂ / 48 h

6: LiAlH₄ / tetrahydrofuran / 1 h / Heating

7: 1.) n-BuLi / 1.) THF, hexane, 30 min 2.) reflux, 30 min

With pyridine; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; potassium tert-butylate; methyl triphenylphosphonium bromide; sodium hydride; 4-methylmorpholine N-oxide; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;