methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Base Information

• Chemical Name: methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside
• CAS No.: 134262-71-8
• Molecular Formula: C₂₉H₃₄INO₁₀
• Molecular Weight: 683.494

Synonyms:methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Chemical Property of methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

There total 11 articles about methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-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: 49.0%

1,5-anhydro-2,4-dideoxy-3-O-methyl-4-phthalimido-L-threo-pent-1-enopyranose (134262-63-8) + methyl 6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-70-7) → methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-71-8)

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; In dichloromethane;

DOI:10.1021/jo951560x

Reference yield: 10.0%

1,5-anhydro-2,4-dideoxy-3-O-methyl-4-phthalimido-L-threo-pent-1-enopyranose (134262-63-8) + methyl 6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-70-7) → methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-71-8) + 2-{(3S,4R,5R)-6-[(2R,3S,4R,5R,6R)-5-Hydroxy-6-methoxy-4-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-5-iodo-4-methoxy-tetrahydro-pyran-3-yl}-isoindole-1,3-dione + C43H46I2N2O14

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; 4 A molecular sieve; In dichloromethane; at -48 - 25 ℃; for 6h;

DOI:10.1021/ja00126a013

Reference yield: 6.0%

1,5-anhydro-2,4-dideoxy-3-O-methyl-4-phthalimido-L-threo-pent-1-enopyranose (134262-63-8) + methyl 6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-70-7) → methyl O-(2,4-dideoxy-2-iodo-3-O-methyl-4-phthalimido-α-L-lyxo-pyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside (134262-71-8) + 2-{(3S,4R,5R,6S)-6-[(2R,3S,4R,5R,6R)-5-Hydroxy-6-methoxy-4-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-5-iodo-4-methoxy-tetrahydro-pyran-3-yl}-isoindole-1,3-dione + C43H46I2N2O14

Guidance literature:

With iodonium(di-γ-collidine) perchlorate; In dichloromethane; at -48 - 20 ℃;

DOI:10.1021/ja00013a065

upstream raw materials:

1,5-anhydro-2,4-dideoxy-3-O-methyl-4-phthalimido-L-threo-pent-1-enopyranose

methyl 6-deoxy-3-O-<(4-methoxyphenyl)methyl>-β-D-galactopyranoside

phenyl 2,4-dideoxy-3-O-methyl-4-phthalimido-1-thio-L-threo-pentopyranoside

p-Methoxybenzyl bromide

Downstream raw materials:

methyl O-(2,4-dideoxy-3-O-methyl-4-phthalimido-α-L-threo-pentopyranosyl)-(1<*>2)-6-deoxy-3-O-<(4-methoxyphenyl)methyl>-4-O-(trifluoromethanesulfonyl)-β-D-galactopyranoside

methyl 4,6-dideoxy-4-<<(2,4,6-trideoxy-3-O<(1,1-dimethylethyl)dimethylsilyl>-4-(methylthio)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amino>-2-O-<2,4-dideoxy-3-O-methyl-4-phthalimido-α-L-threo-pentopyranosyl>-3-O-(4-methoxyphenyl)..

methyl 4,6-dideoxy-4-<<(2,4,6-trideoxy-3-O<(1,1-dimethylethyl)dimethylsilyl>-4-(methylthio)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amino>-2-O-<4-amino-2,4-dideoxy-3-O-methyl-α-L-threo-pentopyranosyl>-3-O-(4-methoxyphenyl)methyl..

methyl 4,6-dideoxy-4-<<(2,4,6-trideoxy-3-O-<(1,1-dimethylethyl)dimethylsilyl>-4-(methylthio)-β-D-ribo-hexopyranosyl)oxy><2-(trimethylsilyl)ethoxycarbonyl>amino>-2-O-<2,4-dideoxy-3-O-methyl-4-<(1-methylethyl)amino>-α-L-threo-pentopyranosyl>-3-O-...

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