Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester

Base Information

• Chemical Name: Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester
• CAS No.: 157363-98-9
• Molecular Formula: C₁₅H₂₀O₈S₂
• Molecular Weight: 392.451
• Mol file: 157363-98-9.mol

Synonyms:Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester

Chemical Property of Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester

There total 4 articles about Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester 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: 85.0%

(2R,3S,6S)-6-(benzyloxy)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol (81389-86-8) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester (157363-98-9)

Guidance literature:

With triethylamine; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1246/cl.1994.1083

Reference yield:

benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside (81389-84-6) → Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester (157363-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Amberlite IRA-400 / methanol / 24 h / Ambient temperature

2: 85 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

With Amberlite IRA-400; triethylamine; In methanol; dichloromethane;

DOI:10.1246/cl.1994.1083

Reference yield:

D-glucal triacetate (2873-29-2) → Methanesulfonic acid (2R,3S,6S)-6-benzyloxy-2-methanesulfonyloxymethyl-3,6-dihydro-2H-pyran-3-yl ester (157363-98-9)

Guidance literature:

Multi-step reaction with 3 steps

1: BF₃*Et₂O / benzene / 0.5 h / Ambient temperature

2: Amberlite IRA-400 / methanol / 24 h / Ambient temperature

3: 85 percent / Et₃N / CH₂Cl₂ / 18 h / Ambient temperature

With Amberlite IRA-400; boron trifluoride diethyl etherate; triethylamine; In methanol; dichloromethane; benzene;

DOI:10.1246/cl.1994.1083

upstream raw materials:

(2R,3S,6S)-6-(benzyloxy)-2-(hydroxymethyl)-3,6-dihydro-2H-pyran-3-ol

methanesulfonyl chloride

benzyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enpyranoside

benzyl alcohol

Downstream raw materials:

trans-2-Benzyloxy-6-methyl-Δ³-dihydropyran