methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

Base Information

Chemical Name:methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside
CAS No.:154925-63-0
Molecular Formula:C₃₉H₅₅NO₁₉S
Molecular Weight:873.927
Hs Code.:

methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-<methyl (2,3-di-O-acetyl-4-O-methyl-β-D-glucopyranosyluronate)-(1<*>4)>-2-O-benzyl-1-thio-L-fucopyranoside

Synonyms:methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

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Chemical Property of methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

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Technology Process of methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

There total 9 articles about methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside 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: 89.0%

: 3908-55-2
Trimethyl(methylthio)silane

: 154925-62-9
(2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-1-O-acetyl-2-O-benzyl-L-fucopyranose

: 154925-63-0
methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1248/cpb.41.2058

Reference yield:

: 2-(trimethylsilyl)ethyl (2-azido-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-β-L-fucopyranoside

: 154925-63-0
methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaBH₄, NiCl₂, boric acid / ethanol / 3 h

2: 15 h

3: CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

4: pyridine / 40 °C

5: 88.9 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / 0 °C

With pyridine; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; boric acid; trifluoroacetic acid; nickel dichloride; In ethanol; dichloromethane;
DOI:10.1016/0008-6215(94)84078-4

Reference yield:

: C₃₇H₅₉NO₁₇Si

: 154925-63-0
methyl (2-acetamido-4,6-di-O-acetyl-2-deoxy-3-O-methyl-α-D-galactopyranosyl)-(1<*>3)-4)>-2-O-benzyl-1-thio-L-fucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 15 h

2: CF₃CO₂H / CH₂Cl₂ / 1 h / 25 °C

3: pyridine / 40 °C

4: 88.9 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / 0 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/0008-6215(94)84078-4