p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside
CAS No.:220645-43-2
Molecular Formula:C₆₃H₆₈O₁₀SSi
Molecular Weight:1045.38
Hs Code.:

Synonyms:p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Chemical Property of p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

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Technology Process of p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

There total 9 articles about p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside 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: 61.0%

: 220645-54-5
p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-3-O-p-methoxybenzyl-1-thio-β-D-galactopyranoside

: 220645-43-2
p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at -20 ℃; for 0.333333h;
DOI:10.1021/ja982232s

Reference yield:

: 100-39-0
benzyl bromide

: 220645-43-2
p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide

2: 1.) 4 Angstroem molecular sieves, NIS, 2.) TfOH / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, Et₂O, -20 deg C, 20 min

3: 61 percent / trifluoroacetic acid / CH₂Cl₂ / 0.33 h / -20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja982232s

Reference yield:

: 98-88-4
benzoyl chloride

: 220645-43-2
p-methylphenyl 2-O-benzoyl-4-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / pyridine

2: 92 percent / NH₂NH₂, AcOH / tetrahydrofuran; methanol / 4 h

3: 1.) 4 Angstroem molecular sieves, NIS, 2.) TfOH / 1.) CH₂Cl₂, -20 deg C, 20 min, 2.) CH₂Cl₂, Et₂O, -20 deg C, 20 min

4: 61 percent / trifluoroacetic acid / CH₂Cl₂ / 0.33 h / -20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; acetic acid; trifluoroacetic acid; hydrazine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja982232s