p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

Base Information

Chemical Name:p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside
CAS No.:220931-25-9
Molecular Formula:C₄₃H₃₉IO₈
Molecular Weight:810.682
Hs Code.:

Synonyms:p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

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Chemical Property of p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

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Technology Process of p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

There total 6 articles about p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-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: 74.0%

: 105-13-5
4-Methoxybenzyl alcohol

: 220931-02-2
4,6-Di-O-benzoyl-3-O-(1,3-diphenylprop-2-en-1-yl)-D-glucal

: 220931-25-9
p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; 3 A molecular sieve; In acetonitrile; 1.) 20 deg C, 10 min, 2.) 20 deg C, overnight;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<430::AID-CHEM430>3.0.CO;2-D

Reference yield:

: 87316-22-1
(2R,3S,4R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

: 220931-25-9
p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Bu₂SnO, 2.) nBu₄NBr / 1.) toluene, reflux, 4 h, 2.) toluene, 20 deg C, 15 h

2: 94 percent / nBuN₄F / tetrahydrofuran / 0.25 h / 20 °C

3: 99 percent / pyridine / 12 h / 0 °C

4: 74 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / acetonitrile / 1.) 20 deg C, 10 min, 2.) 20 deg C, overnight

With pyridine; N-iodo-succinimide; 3 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; di(n-butyl)tin oxide; In tetrahydrofuran; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<430::AID-CHEM430>3.0.CO;2-D

Reference yield:

: 98-88-4
benzoyl chloride

: 220931-25-9
p-Methoxyphenylmethyl 4,6-di-O-benzoyl-2-deoxy-3-O-(1,3-diphenylprop-2-en-1-yl)-2-iodo-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / pyridine / 12 h / 0 °C

2: 74 percent / 3 Angstroem molecular sieves, N-iodosuccinimide / acetonitrile / 1.) 20 deg C, 10 min, 2.) 20 deg C, overnight

With pyridine; N-iodo-succinimide; 3 A molecular sieve; In acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990201)5:2<430::AID-CHEM430>3.0.CO;2-D