methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate

Base Information

• Chemical Name: methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate
• CAS No.: 123170-22-9
• Molecular Formula: C₈₅H₈₉FN₂O₁₆S₂
• Molecular Weight: 1477.78
• Mol file: 123170-22-9.mol

Synonyms:methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate

Chemical Property of methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate

There total 1 articles about methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate 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: 43.0%

methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-3,5-dideoxy-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate (123170-16-1) → methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate (123170-23-0) + methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate (123170-22-9)

Guidance literature:

With diethylamino-sulfur trifluoride; In toluene; for 2h; -40 deg C to RT;

DOI:10.1021/jo00032a601

Reference yield: 33.0%

benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (123170-18-3) + methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-2,3,5-trideoxy-2-fluoro-3-(phenylthio)-D-erythro-α-L-gluco-2-nonulopyranosonate (123170-22-9) → C137H148N2O28S2 (123170-19-4,123170-20-7) + benzyl O--(2->8)-O--... (123170-19-4,123170-20-7)

Guidance literature:

With zirconocene dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In tetrachloromethane; 1) 0 deg C, 0.5h, 2) RT, 18h;

DOI:10.1021/jo00032a601

Reference yield:

2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2,4-bis-benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (123170-18-3) + C85H89FN2O16S2 (123170-22-9,123170-23-0) → C137H148N2O28S2 (123170-19-4,123170-20-7) + benzyl O--(2->8)-O--... (123170-19-4,123170-20-7)

Guidance literature:

With silver trifluoromethanesulfonate; zirconocene dichloride; In tetrachloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00204a028

upstream raw materials:

methyl O--(2->8)-5-acetamido-4,7,9-tri-O-benzyl-3,5-dideoxy-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate

Downstream raw materials:

C₁₃₇H₁₄₈N₂O₂₈S₂

benzyl O--(2->8)-O--...