2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside
CAS No.:158464-34-7
Molecular Formula:C₆₆H₇₈F₃NO₁₉Si
Molecular Weight:1274.42
Hs Code.:

2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of 2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

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Technology Process of 2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

There total 4 articles about 2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside 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:

: 142270-25-5
2-(4-trifluoroacetamidophenyl)ethyl 6,7-di-O-acetyl-L-glycero-α-D-manno-heptopyranoside

: 158464-34-7
2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: p-TsOH / acetonitrile / 0.5 h / Ambient temperature

2: pyridine, 4-dimethylaminopyridine / acetonitrile / 1 h / Ambient temperature

3: 90percent aq. TFA / acetonitrile / 0.5 h

4: 1.) dimethyl(methylthio)sulfonium triflate, 4A molecular sieves, 2.) Et₃N / 1.) Et₂O, RT, 2 h, 2.) Et₂O, 30 min

With pyridine; dmap; 4 A molecular sieve; toluene-4-sulfonic acid; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; trifluoroacetic acid; In acetonitrile;
DOI:10.1016/0008-6215(94)84244-2

Reference yield:

: Acetic acid (S)-2-acetoxy-1-((3aS,4S,6S,7R,7aS)-7-hydroxy-2-methoxy-2-methyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-ethyl ester

: 158464-34-7
2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine, 4-dimethylaminopyridine / acetonitrile / 1 h / Ambient temperature

2: 90percent aq. TFA / acetonitrile / 0.5 h

3: 1.) dimethyl(methylthio)sulfonium triflate, 4A molecular sieves, 2.) Et₃N / 1.) Et₂O, RT, 2 h, 2.) Et₂O, 30 min

With pyridine; dmap; 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; trifluoroacetic acid; In acetonitrile;
DOI:10.1016/0008-6215(94)84244-2

Reference yield:

: Acetic acid (3aS,4S,6R,7R,7aS)-6-((S)-1,2-diacetoxy-ethyl)-2-methoxy-2-methyl-4-{2-[4-(2,2,2-trifluoro-acetylamino)-phenyl]-ethoxy}-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

: 158464-34-7
2-(4-trifluoroacetamidophenyl)ethyl O-(6-O-benzoyl-2,3,4-tri-O-benzyl-7-O-tert-butyldimethylsilyl-L-glycero-α-D-manno-heptopyranosyl)-(1<*>3)-2,4,6,7-tetra-O-acetyl-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90percent aq. TFA / acetonitrile / 0.5 h

2: 1.) dimethyl(methylthio)sulfonium triflate, 4A molecular sieves, 2.) Et₃N / 1.) Et₂O, RT, 2 h, 2.) Et₂O, 30 min

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; trifluoroacetic acid; In acetonitrile;
DOI:10.1016/0008-6215(94)84244-2