methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Base Information

Chemical Name:methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside
CAS No.:258286-33-8
Molecular Formula:C₃₂H₄₄N₂O₁₁
Molecular Weight:632.708
Hs Code.:

Synonyms:methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

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Chemical Property of methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

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Technology Process of methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

There total 12 articles about methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside 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:

: 128716-56-3
2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl nitrate

: 258286-33-8
methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: 64 percent / methanol / 4 h / 20 °C

2.1: 95 percent / de l'acide acetique 80 percent / 0.17 h / 80 °C

3.1: nBu₂SnO / acetonitrile / 14 h / 80 °C

3.2: 90 percent / NBu₄I / acetonitrile / 48 h / 20 °C

4.1: 53 percent / de triflate de dimethyl (methylthio) sulfonium / CH₂Cl₂ / 3 h / 20 °C

5.1: 86 percent / AcOH 80 percent / 0.17 h / 80 °C

6.1: nBu₂SnO / acetonitrile / 14 h / 80 °C

6.2: 91 percent / NBu₄I / acetonitrile / 48 h / 20 °C

7.1: NaH / dimethylformamide / 0.25 h / 0 °C

7.2: 97 percent / dimethylformamide / 0.5 h

8.1: 83 percent / aq. AcOH / 6 h / 130 °C

9.1: NaBH₄; NiCl₂*6H₂O / ethanol / 1 h

10.1: 265 mg / acetic acid / 1 h / 20 °C

With sodium tetrahydroborate; de l'acide acetique; de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid; nickel dichloride; In methanol; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Hydrolysis / 3.1: Substitution / 3.2: Substitution / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Substitution / 6.2: Substitution / 7.1: deprotonation / 7.2: Methylation / 8.1: Hydrolysis / 9.1: Reduction / 10.1: Acetylation;
DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

: 128716-55-2
2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-α-D-galactopyranosyl nitrate

: 258286-33-8
methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 88 percent / ethanol / 3 h / 20 °C

2.1: 53 percent / de triflate de dimethyl (methylthio) sulfonium / CH₂Cl₂ / 3 h / 20 °C

3.1: 86 percent / AcOH 80 percent / 0.17 h / 80 °C

4.1: nBu₂SnO / acetonitrile / 14 h / 80 °C

4.2: 91 percent / NBu₄I / acetonitrile / 48 h / 20 °C

5.1: NaH / dimethylformamide / 0.25 h / 0 °C

5.2: 97 percent / dimethylformamide / 0.5 h

6.1: 83 percent / aq. AcOH / 6 h / 130 °C

7.1: NaBH₄; NiCl₂*6H₂O / ethanol / 1 h

8.1: 265 mg / acetic acid / 1 h / 20 °C

With sodium tetrahydroborate; de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid; nickel dichloride; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: deprotonation / 5.2: Methylation / 6.1: Hydrolysis / 7.1: Reduction / 8.1: Acetylation;
DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

: 258286-29-2
methyl 2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

: 258286-33-8
methyl O-(2-acetamido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: nBu₂SnO / acetonitrile / 14 h / 80 °C

1.2: 90 percent / NBu₄I / acetonitrile / 48 h / 20 °C

2.1: 53 percent / de triflate de dimethyl (methylthio) sulfonium / CH₂Cl₂ / 3 h / 20 °C

3.1: 86 percent / AcOH 80 percent / 0.17 h / 80 °C

4.1: nBu₂SnO / acetonitrile / 14 h / 80 °C

4.2: 91 percent / NBu₄I / acetonitrile / 48 h / 20 °C

5.1: NaH / dimethylformamide / 0.25 h / 0 °C

5.2: 97 percent / dimethylformamide / 0.5 h

6.1: 83 percent / aq. AcOH / 6 h / 130 °C

7.1: NaBH₄; NiCl₂*6H₂O / ethanol / 1 h

8.1: 265 mg / acetic acid / 1 h / 20 °C

With sodium tetrahydroborate; de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid; nickel dichloride; In ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 1.2: Substitution / 2.1: Substitution / 3.1: Hydrolysis / 4.1: Substitution / 4.2: Substitution / 5.1: deprotonation / 5.2: Methylation / 6.1: Hydrolysis / 7.1: Reduction / 8.1: Acetylation;
DOI:10.1016/s0040-4020(99)00869-8