methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate

Base Information

• Chemical Name: methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate
• CAS No.: 402561-96-0
• Molecular Formula: C₁₇H₂₂O₁₀S
• Molecular Weight: 418.422
• Mol file: 402561-96-0.mol

Synonyms:methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate

Chemical Property of methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate

There total 2 articles about methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate 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: 92.0%

methyl 2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonate (259678-92-7) + p-toluenesulfonyl chloride (98-59-9) → methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate (402561-96-0)

Guidance literature:

With pyridine; at 0 - 5 ℃;

DOI:10.1081/CAR-100108270

Reference yield:

methyl 4,5,7,8,9-penta-O-acetyl-2,3,5-trideoxy-D-glycero-D-galacto-non-2-eno-pyranosonate (136737-07-0) → methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate (402561-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / NaOMe / methanol

2: 92 percent / pyridine / 0 - 5 °C

With pyridine; sodium methylate; In methanol; 1: Zemplen de-O-acetylation;

DOI:10.1081/CAR-100108270

Reference yield: 99.0%

acetic anhydride (108-24-7) + methyl 2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate (402561-96-0) → methyl 4,5,7,8-tetra-O-acetyl-2,6-anhydro-3-deoxy-9-O-p-toluenesulfonyl-D-glycero-D-galacto-non-2-enoate

Guidance literature:

With pyridine; dmap; at 20 ℃; for 16h;

DOI:10.1081/CAR-100108270

upstream raw materials:

methyl 2,6-anhydro-3-deoxy-D-glycero-D-galacto-non-2-enonate

p-toluenesulfonyl chloride

methyl 4,5,7,8,9-penta-O-acetyl-2,3,5-trideoxy-D-glycero-D-galacto-non-2-eno-pyranosonate