methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside
CAS No.:273749-56-7
Molecular Formula:C₅₀H₆₁NO₂₀
Molecular Weight:996.029
Hs Code.:

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Synonyms:methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Suppliers and Price of methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

There total 9 articles about methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-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: 84.0%

: 273749-55-6
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-(2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside)

: 273749-56-7
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; acetonitrile; at 0 ℃; for 12h;
DOI:10.1021/ol0057075

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 273749-56-7
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / p-TsOH monohydrate / acetonitrile / 0.75 h

2: 84 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 12.5 h / -30 - 20 °C

3: Cd / dimethylformamide; acetic acid / 12 h / 20 °C

4: 160 mg / pyridine / CH₂Cl₂ / 4 h / 20 °C

5: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / acetonitrile; H₂O / 12 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; cadmium; In dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1: Etherification / 2: Condensation / 3: Substitution / 4: Acetylation / 5: Substitution;
DOI:10.1021/ol0057075

Reference yield:

: 136945-14-7
O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate

: 273749-56-7
methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-(4,6-O-benzylidene-2-acetamido-2-deoxy-(β-D-glucopyanosyl)-(1->4)-2,3-di-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h / -30 - 20 °C

2: 95 percent / guanidinium nitrate; NaOMe / methanol; CH₂Cl₂ / 0.33 h / 20 °C

3: 76 percent / p-TsOH monohydrate / acetonitrile / 0.75 h

4: 84 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 12.5 h / -30 - 20 °C

5: Cd / dimethylformamide; acetic acid / 12 h / 20 °C

6: 160 mg / pyridine / CH₂Cl₂ / 4 h / 20 °C

7: 84 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / acetonitrile; H₂O / 12 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; guanidinium nitrate; 4 A molecular sieve; sodium methylate; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; cadmium; In methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1: Condensation / 2: Deacetylation / 3: Etherification / 4: Condensation / 5: Substitution / 6: Acetylation / 7: Substitution;
DOI:10.1021/ol0057075