N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

Base Information

Chemical Name:N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester
CAS No.:158975-52-1
Molecular Formula:C₅₀H₆₅NO₃₀
Molecular Weight:1160.05
Hs Code.:

N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

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Chemical Property of N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

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Technology Process of N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

There total 9 articles about N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester 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: 47.8%

: 158975-42-9
N-(carbobenzoxy)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

: 158975-41-8
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1<*>6)-2,3,4-tri-O-acetyl-α-D-mannopyranosyl trichloroacetimidate

: 158975-52-1
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1016/0008-6215(94)84227-2

Reference yield:

: 2,2,2-trichloroethyl 2,3,4-tri-O-acetyl-α-D-mannopyranoside

: 158975-52-1
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70.1 percent / Hg(CN)2, HgBr₂, Drierite / benzene / 10 h / Ambient temperature

2: 99.2 percent / AcOH, aq. AcONa, Zn, Ac₂O, CuSO₄*5H₂O / 12 h / Ambient temperature

3: 85 percent / DBU / CH₂Cl₂ / 16 h / Ambient temperature

4: 47.8 percent / AgOTf / CH₂Cl₂ / 48 h / Ambient temperature

With calcium sulfate; sodium acetate; silver trifluoromethanesulfonate; mercury(II) cyanide; acetic anhydride; copper(II) sulfate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; mercury dibromide; zinc; In dichloromethane; benzene;
DOI:10.1016/0008-6215(94)84227-2

Reference yield:

: 159098-98-3
N-(carbobenzoxy)-α-D-mannopyranosyl-(1<*>3)-L-serine methyl ester

: 158975-52-1
N-(carbobenzoxy)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>6)-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 30 h / 70 °C

2: pyridine / 0 - 20 °C

3: 87 percent / 80percent aq. AcOH / 6 h / 55 °C

4: 47.8 percent / AgOTf / CH₂Cl₂ / 48 h / Ambient temperature

With pyridine; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;
DOI:10.1016/0008-6215(94)84227-2