benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Name:benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:176040-72-5
Molecular Formula:C₇₃H₈₀O₁₉
Molecular Weight:1261.43
Hs Code.:

Synonyms:benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 10 articles about benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-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: 76.0%

: 176040-71-4
benzyl O-(2,3,4-tri-O-acetyl-6-O-chloroacetyl-α-D-mannopyranosyl)-(1<*>6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 176040-72-5
benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With pyridine; thiourea; In ethanol; at 90 ℃; for 1h;
DOI:10.1016/0008-6215(95)00376-2

Reference yield:

: 53958-21-7
4,6-di-O-acetyl-2,3-O-carbonyl-α-D-mannopyranosyl bromide

: 176040-72-5
benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Ag₂O, CaSO₄ / 1.) CHCl₃, 0.5 h, 2.) CHCl₃, 0.5 h

2: CH₃ONa, CH₃OH / heptane / 16 h / Ambient temperature

3: KOH, 18-crown-6 / tetrahydrofuran / 16 h / Ambient temperature

4: 72 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.5 h / -68 °C

5: 100 percent / CH₃ONa, CH₃OH / 2 h

6: 1.) N-iodosuccinimide, 4A molecular sieves, 2.) trifluoromethanesulfonic acid / 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) CH₂Cl₂, 0 deg C, 1 h

7: 76 percent / thiourea, pyridine / ethanol / 1 h / 90 °C

With pyridine; methanol; calcium sulfate; potassium hydroxide; N-iodo-succinimide; 18-crown-6 ether; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; thiourea; silver(l) oxide; In tetrahydrofuran; ethanol; n-heptane; dichloromethane;
DOI:10.1016/0008-6215(95)00376-2

Reference yield:

: 57783-76-3
benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 176040-72-5
benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1[*]6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Ag₂O, CaSO₄ / 1.) CHCl₃, 0.5 h, 2.) CHCl₃, 0.5 h

2: CH₃ONa, CH₃OH / heptane / 16 h / Ambient temperature

3: KOH, 18-crown-6 / tetrahydrofuran / 16 h / Ambient temperature

4: 72 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.5 h / -68 °C

5: 100 percent / CH₃ONa, CH₃OH / 2 h

6: 1.) N-iodosuccinimide, 4A molecular sieves, 2.) trifluoromethanesulfonic acid / 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) CH₂Cl₂, 0 deg C, 1 h

7: 76 percent / thiourea, pyridine / ethanol / 1 h / 90 °C

With pyridine; methanol; calcium sulfate; potassium hydroxide; N-iodo-succinimide; 18-crown-6 ether; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; thiourea; silver(l) oxide; In tetrahydrofuran; ethanol; n-heptane; dichloromethane;
DOI:10.1016/0008-6215(95)00376-2