4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside
CAS No.:1398044-76-2
Molecular Formula:C₅₉H₅₆ClN₃O₁₆
Molecular Weight:1098.56
Hs Code.:

4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

Synonyms:4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

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Chemical Property of 4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

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Technology Process of 4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

There total 10 articles about 4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-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: 71.0%

: 1398044-69-3
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside

: 1398044-75-1
4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

: 1398044-76-2
4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-1-thio-β-D-glucopyranoside; 4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside; In dichloromethane; toluene; at -15 ℃; for 0.166667h; Molecular sieve;

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; toluene; at 20 ℃; for 1h; Molecular sieve;
DOI:10.1002/chem.201204519

Reference yield: 71.0%

: 1398044-75-1
4-methoxyphenyl 2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

: C₃₇H₃₅N₃O₈S

: 1398044-76-2
4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -15 - 20 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1039/c8ob02756k

Reference yield:

: 1398044-68-2
methyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1398044-76-2
4-methoxyphenyl 4-O-[6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-4-O-(9-fluorenylmethyloxycarbonyl)-α-D-glucopyranosyl]-2-O-benzoyl-3-O-benzyl-6-O-chloroacetyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; dmap / 0.25 h / Cooling with ice

2.1: toluene; dichloromethane / 0.17 h / -15 °C / Molecular sieve

2.2: 1 h / 20 °C / Molecular sieve

With pyridine; dmap; In dichloromethane; toluene;
DOI:10.1002/chem.201204519