3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose

Base Information

• Chemical Name: 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose
• CAS No.: 171613-34-6
• Molecular Formula: C₂₈H₃₈O₈S
• Molecular Weight: 534.671
• Mol file: 171613-34-6.mol

Synonyms:3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose

Chemical Property of 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose

There total 8 articles about 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose 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:

(2S,3R,4R,5S)-3-Benzyloxy-6-fluoro-4,5-dimethoxy-2-methyl-tetrahydro-pyran (861120-58-3) + (2R,3R,4S,5R)-3,5-Dimethoxy-2-phenylsulfanyl-tetrahydro-pyran-4-ol (171613-30-2) → (2S,3R,4R,5S,6S)-3-Benzyloxy-6-((2R,3R,4S,5R)-3,5-dimethoxy-2-phenylsulfanyl-tetrahydro-pyran-4-yloxy)-4,5-dimethoxy-2-methyl-tetrahydro-pyran (171613-35-7) + 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose (171613-34-6)

Guidance literature:

With BF₃*OEt₂,MS₄Angstroem; In dichloromethane; at 0 ℃; for 20h; Yield given. Yields of byproduct given;

DOI:10.1246/cl.1995.855

Reference yield:

(2S,3R,4R,5S)-3-Benzyloxy-6-fluoro-4,5-dimethoxy-2-methyl-tetrahydro-pyran (861120-58-3) + (-)-phenyl 2,4-O-dimethyl-1-thio-β-D-xylopyranoside (171613-31-3) → (2S,3R,4R,5S,6S)-3-Benzyloxy-6-((2R,3R,4S,5R)-3,5-dimethoxy-2-phenylsulfanyl-tetrahydro-pyran-4-yloxy)-4,5-dimethoxy-2-methyl-tetrahydro-pyran (171613-35-7) + 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose (171613-34-6)

Guidance literature:

With BF₃*OEt₂,MS₄Angstroem; In dichloromethane; at 0 ℃; for 20h; Yield given. Yields of byproduct given;

DOI:10.1246/cl.1995.855

Reference yield:

(2S,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-5-Benzyloxy-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenylsulfanyl-tetrahydro-pyran-3,5-diol + methyl iodide (74-88-4) → 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose (171613-34-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo0503862

upstream raw materials:

(2S,3R,4R,5S)-3-Benzyloxy-6-fluoro-4,5-dimethoxy-2-methyl-tetrahydro-pyran

(2R,3R,4S,5R)-3,5-Dimethoxy-2-phenylsulfanyl-tetrahydro-pyran-4-ol

(-)-phenyl 2,4-O-dimethyl-1-thio-β-D-xylopyranoside

methyl iodide

Downstream raw materials:

(1S,4R,5R,7R,9R,13S,14S,15S)-3,11-dioxo-4-hydroxy-9-[(E)-2-iodoethenyl]-15-[[3-O-(4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl)-2,4-di-O-methyl-β-D-xylopyranosyl]oxy]-5,8,8,14-tetramethyl-10,17,18-trioxatricyclo[11.3.1.1^4,7]actadecane

{(2S,3S,4S,6S)-6-Acetoxymethyl-4-[(2S,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-5-benzyloxy-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,5-dimethoxy-tetrahydro-pyran-2-yloxy]-3-methyl-tetrahydro-pyran-2-yl}-acetic acid methyl ester