(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

Base Information

• Chemical Name: (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
• CAS No.: 171613-35-7
• Molecular Formula: C₂₈H₃₈O₈S
• Molecular Weight: 534.671
• Mol file: 171613-35-7.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 7 articles about (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 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:

phenylthiotrimethylsilane (4551-15-9) → (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)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / ZnI₂, Bu₄NI / 1,2-dichloro-ethane / 1.5 h / 60 °C

2: TBAF / tetrahydrofuran / 3 h / 25 °C

3: BF₃*OEt₂, MS₄Angstroem / CH₂Cl₂ / 20 h / 0 °C

With MS₄Angstroem; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1246/cl.1995.855

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

phenylthiotrimethylsilane

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

{(2R,3R,4R,6R)-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