8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<>3)-2,4-di-O-benzyl-β-D-mannopyranoside

Base Information

Chemical Name:8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside
CAS No.:161550-86-3
Molecular Formula:C₅₅H₇₇NO₂₃
Molecular Weight:1120.21
Hs Code.:

8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

Synonyms:8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

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Chemical Property of 8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

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Technology Process of 8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

There total 5 articles about 8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-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: 77.0%

: 161550-85-2
8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-6-O-chloroacetyl-β-D-mannopyranoside

: 161550-86-3
8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: With pyridine; thiourea; In ethanol; at 80 ℃; for 1.5h;
DOI:10.1016/0008-6215(94)84185-3

Reference yield:

: 149865-64-5
2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl chloride

: 161550-86-3
8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent Turnov_. / Hg(CN)2, HgBr₂, mol. sieves 4A / nitromethane / 15 h / Ambient temperature

2: 77 percent / thiourea, pyridine / ethanol / 1.5 h / 80 °C

With pyridine; 4 A molecular sieve; mercury(II) cyanide; thiourea; mercury dibromide; In nitromethane; ethanol;
DOI:10.1016/0008-6215(94)84185-3

Reference yield:

: Acetic acid (2R,3S,4S,5R,6R)-2-acetoxy-6-acetoxymethyl-3-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-5-methoxy-tetrahydro-pyran-4-yl ester

: 161550-86-3
8-(methoxycarbonyl)octyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1<*>2)-3,6-di-O-acetyl-4-O-methyl-α-D-mannopyranosyl-(1<*>3)-2,4-di-O-benzyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / HCl gas / CH₂Cl₂ / 18 h / Ambient temperature

2: 55 percent Turnov_. / Hg(CN)2, HgBr₂, mol. sieves 4A / nitromethane / 15 h / Ambient temperature

3: 77 percent / thiourea, pyridine / ethanol / 1.5 h / 80 °C

With pyridine; hydrogenchloride; 4 A molecular sieve; mercury(II) cyanide; thiourea; mercury dibromide; In nitromethane; ethanol; dichloromethane;
DOI:10.1016/0008-6215(94)84185-3