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

Base Information

Chemical Name:methyl O-(2-azido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside
CAS No.:258286-32-7
Molecular Formula:C₂₈H₃₆N₆O₉
Molecular Weight:600.629
Hs Code.:

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

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

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

There total 10 articles about methyl O-(2-azido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-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: 83.0%

: 258286-31-6
methyl O-(2-azido-6-O-benzyl-2-desoxy-3-O-p-methoxybenzyl-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-desoxy-3-O-p-methoxybenzyl-α-D-galactopyranoside

: 258286-32-7
methyl O-(2-azido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: With acetic acid; at 130 ℃; for 6h;
DOI:10.1016/s0040-4020(99)00869-8

Reference yield:

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

: 258286-32-7
methyl O-(2-azido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 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

With de l'acide acetique; de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid; In methanol; dichloromethane; 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;
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

: 258286-32-7
methyl O-(2-azido-6-O-benzyl-2-desoxy-4-O-methyl-α-D-galactopyranosyl)-(1->4)-2-azido-6-O-benzyl-2-desoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 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

With de triflate de dimethyl (methylthio) sulfonium; sodium hydride; di(n-butyl)tin oxide; acetic acid; In ethanol; dichloromethane; 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;
DOI:10.1016/s0040-4020(99)00869-8