2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-5-[(2S,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3-phenylmethoxy-4-prop-2-enoxy-6-(prop-2-enoxymethyl)oxan-2-yl]oxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione

Base Information

• Chemical Name: 2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-5-[(2S,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3-phenylmethoxy-4-prop-2-enoxy-6-(prop-2-enoxymethyl)oxan-2-yl]oxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione
• CAS No.: 125970-74-3
• Molecular Formula: C113H111 N3 O25
• Molecular Weight: 1911.1
• DSSTox Substance ID: DTXSID30155012
• Wikidata: Q83022579
• Mol file: 125970-74-3.mol

Synonyms:allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-beta-Glup)(1-4)-O-(3,6-di-O-allyl-2-O-benzyl-beta-Manp)(1-4)-O-3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-Glup(1-4)-3-O-benzyl-2-deoxy-6-O-4-methoxyphenyl-2-phthalimido-beta-Glup;GMGG

Chemical Property of 2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-5-[(2S,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3-phenylmethoxy-4-prop-2-enoxy-6-(prop-2-enoxymethyl)oxan-2-yl]oxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione

Chemical Property:

• PSA: 287.51000
• LogP: 15.27430
• XLogP3: 14.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 25
• Rotatable Bond Count: 46
• Exact Mass: 1910.75402087
• Heavy Atom Count: 141
• Complexity: 3810

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)OCC2C(C(C(C(O2)OCC=C)N3C(=O)C4=CC=CC=C4C3=O)OCC5=CC=CC=C5)OC6C(C(C(C(O6)COCC7=CC=CC=C7)OC8C(C(C(C(O8)COCC=C)OC9C(C(C(C(O9)COCC1=CC=CC=C1)OCC1=CC=CC=C1)OCC1=CC=CC=C1)N1C(=O)C2=CC=CC=C2C1=O)OCC=C)OCC1=CC=CC=C1)OCC1=CC=CC=C1)N1C(=O)C2=CC=CC=C2C1=O
• Isomeric SMILES: COC1=CC=C(C=C1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OCC=C)N3C(=O)C4=CC=CC=C4C3=O)OCC5=CC=CC=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COCC7=CC=CC=C7)O[C@H]8[C@H]([C@H]([C@@H]([C@H](O8)COCC=C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)COCC1=CC=CC=C1)OCC1=CC=CC=C1)OCC1=CC=CC=C1)N1C(=O)C2=CC=CC=C2C1=O)OCC=C)OCC1=CC=CC=C1)OCC1=CC=CC=C1)N1C(=O)C2=CC=CC=C2C1=O

Technology Process of 2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-5-[(2S,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3-phenylmethoxy-4-prop-2-enoxy-6-(prop-2-enoxymethyl)oxan-2-yl]oxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione

There total 1 articles about 2-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-5-[(2S,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3-(1,3-dioxoisoindol-2-yl)-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3-phenylmethoxy-4-prop-2-enoxy-6-(prop-2-enoxymethyl)oxan-2-yl]oxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-2-yl]oxy-6-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-2-prop-2-enoxyoxan-3-yl]isoindole-1,3-dione 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: 94.0%

allyl O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside (125950-16-5) + 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate (125946-65-8) → allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phtha... (125970-74-3)

Guidance literature:

With molecular sieve; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at -23 ℃; for 0.166667h;

DOI:10.1016/0008-6215(90)84222-G

Reference yield:

allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phtha... (125970-74-3) → O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-D-glucopyranose (125946-71-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; mercury dichloride; mercury(II) oxide; Yield given. Multistep reaction; 1.) EtOH, toluene, water, 5 h, 85 deg C 2.) acetone, water, 2 d, 20 deg C;

DOI:10.1016/0008-6215(90)84223-H

Reference yield:

allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phtha... (125970-74-3) → C104H99N3O25 (125946-71-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; mercury dichloride; mercury(II) oxide; Yield given;

DOI:10.1016/S0040-4039(00)99376-6

upstream raw materials:

allyl O-(3,6-di-O-allyl-2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside

3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

Downstream raw materials:

O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-O-(2-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-D-glucopyranose

C₁₀₄H₉₉N₃O₂₅