ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:171079-22-4
Molecular Formula:C₅₄H₆₄N₂O₂₁S
Molecular Weight:1109.17
Hs Code.:

ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 4 articles about ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-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:

: 100-39-0
benzyl bromide

: 171079-22-4
ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, 60 deg C, 1 h, 2.) THF, 60 deg C, overnight

2: 80.8 percent / NaBH₃CN, 3A molecular sieves, HCl (gas) / tetrahydrofuran; diethyl ether / 4 h

3: 72 percent / AgSO₃CF₃, SnCl₂, 4A molecular sieves / CH₂Cl₂; toluene / 7 h / Ambient temperature

4: 83.5 percent / hydrazine acetate / ethyl acetate; methanol / 2 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazinium monoacetate; sodium hydride; sodium cyanoborohydride; tin(ll) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/0008-6215(95)00092-8

Reference yield:

: 129519-28-4
2-((6S,7R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione

: 171079-22-4
ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, 60 deg C, 1 h, 2.) THF, 60 deg C, overnight

2: 80.8 percent / NaBH₃CN, 3A molecular sieves, HCl (gas) / tetrahydrofuran; diethyl ether / 4 h

3: 72 percent / AgSO₃CF₃, SnCl₂, 4A molecular sieves / CH₂Cl₂; toluene / 7 h / Ambient temperature

4: 83.5 percent / hydrazine acetate / ethyl acetate; methanol / 2 h / Ambient temperature

With hydrogenchloride; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazinium monoacetate; sodium hydride; sodium cyanoborohydride; tin(ll) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/0008-6215(95)00092-8

Reference yield:

: 115533-35-2
ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 171079-22-4
ethyl O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-(1<*>3)-O-(4,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / AgSO₃CF₃, SnCl₂, 4A molecular sieves / CH₂Cl₂; toluene / 7 h / Ambient temperature

2: 83.5 percent / hydrazine acetate / ethyl acetate; methanol / 2 h / Ambient temperature

With 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazinium monoacetate; tin(ll) chloride; In methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/0008-6215(95)00092-8