methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside
CAS No.:910805-56-0
Molecular Formula:C₅₁H₅₄ClNO₁₂
Molecular Weight:908.442
Hs Code.:

Synonyms:methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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Chemical Property of methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

There total 10 articles about methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-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: 80.0%

: 910805-52-6
phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-1-thio-β-D-glucopyranoside

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 910805-56-0
methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem MS; benzenesulfenyl chloride; silver trifluoromethanesulfonate; In 1,4-dioxane; toluene; at 0 - 20 ℃;
DOI:10.1021/ja062531e

Reference yield:

: 910805-49-1
phenyl N-benzyl-2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

: 910805-56-0
methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / Et₃Si; BF₃*OEt₂ / CH₂Cl₂ / 1.33 h / cooling

2: 99 percent / pyridine / CH₂Cl₂ / 0.5 h / cooling

3: 35 percent / 2,6-di-tert-butyl-4-methylpyridine; N-(phenylthio)-ε-caprolactam; Tf2O / 4 Angstroem MS / CH2Cl2 / 1.5 h / 20 °C

With pyridine; triethylsilane; N-(phenylthio)-ε-caprolactam; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; 4 Angstroem MS; In dichloromethane;
DOI:10.1021/ja062531e

Reference yield:

: phenyl N-(2,2,2-trichloroethoxy)carbonyl-2-amino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

: 910805-56-0
methyl (N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaH / dimethylformamide

2: 72 percent / Et₃Si; BF₃*OEt₂ / CH₂Cl₂ / 1.33 h / cooling

3: 99 percent / pyridine / CH₂Cl₂ / 0.5 h / cooling

4: 35 percent / 2,6-di-tert-butyl-4-methylpyridine; N-(phenylthio)-ε-caprolactam; Tf2O / 4 Angstroem MS / CH2Cl2 / 1.5 h / 20 °C

With pyridine; triethylsilane; N-(phenylthio)-ε-caprolactam; 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; sodium hydride; 4 Angstroem MS; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja062531e