Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

Base Information

Chemical Name:Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside
CAS No.:182167-88-0
Molecular Formula:C₅₃H₅₈O₁₄
Molecular Weight:919.035
Hs Code.:

Synonyms:Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

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Chemical Property of Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

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Technology Process of Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

There total 15 articles about Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-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:

: 824-94-2
p-methoxybenzyl chloride

: 182167-88-0
Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / Bu₄NI, NaH / dimethylformamide / 2.5 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 22 h / Heating

3: 89 percent / 50percent aq. AcOH / 1 h / 60 °C

4: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

5: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

6: 1.) Bu₄NBH₄, 2.) aq. H₂SO₄ / 1.) THF, reflux, 30 min, 2.) r.t., 3.5 h

7: 87 percent / pyridine / 1.5 h / Ambient temperature

8: ZnI, Bu₄NI / 1,2-dichloro-ethane / 0.15 h / 60 °C

9: molecular sieves 4 Angstroem, iodonium di-sym-collidine triflate / diethyl ether / 1.) r.t., 30 min, 2.) 0 deg C to r.t., 2 h

With pyridine; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; iodonium di(2,4,6-collidinium) triflate; 4 A molecular sieve; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium borohydride; acetic acid; zinc(II) iodide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005684

Reference yield:

: 20688-91-9
methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-β-D-galactopyranoside

: 182167-88-0
Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / Bu₄NI, NaH / dimethylformamide / 2.5 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 22 h / Heating

3: 89 percent / 50percent aq. AcOH / 1 h / 60 °C

4: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

5: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

6: 1.) Bu₄NBH₄, 2.) aq. H₂SO₄ / 1.) THF, reflux, 30 min, 2.) r.t., 3.5 h

7: 87 percent / pyridine / 1.5 h / Ambient temperature

8: ZnI, Bu₄NI / 1,2-dichloro-ethane / 0.15 h / 60 °C

9: molecular sieves 4 Angstroem, iodonium di-sym-collidine triflate / diethyl ether / 1.) r.t., 30 min, 2.) 0 deg C to r.t., 2 h

With pyridine; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; iodonium di(2,4,6-collidinium) triflate; 4 A molecular sieve; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium borohydride; acetic acid; zinc(II) iodide; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005684

Reference yield:

: 98-88-4
benzoyl chloride

: 182167-88-0
Allyl 2-O-benzoyl-3-O-[4-O-benzoyl-3,6-dideoxy-2-O-(p-methoxybenzyl)-α-D-xylo-hexopyranosyl]-4,6-di-O-(p-methoxybenzyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / 1.5 h / Ambient temperature

2: ZnI, Bu₄NI / 1,2-dichloro-ethane / 0.15 h / 60 °C

3: molecular sieves 4 Angstroem, iodonium di-sym-collidine triflate / diethyl ether / 1.) r.t., 30 min, 2.) 0 deg C to r.t., 2 h

With pyridine; iodonium di(2,4,6-collidinium) triflate; 4 A molecular sieve; tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In diethyl ether; 1,2-dichloro-ethane;
DOI:10.1080/07328309608005684