methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose

Base Information

• Chemical Name: methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose
• CAS No.: 99310-39-1
• Molecular Formula: C₁₄H₁₈O₆S
• Molecular Weight: 314.359
• Mol file: 99310-39-1.mol

Synonyms:methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose

Chemical Property of methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose

There total 5 articles about methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose 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: 98.0%

methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-xylo-hexopyranoside (99310-37-9) → methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose (99310-39-1)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; for 2h;

DOI:10.1021/jo00350a044

Reference yield:

methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside (74052-05-4) → methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose (99310-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium triethylborohydride (LTBH), 2.) 30percent H₂O₂ / 1.) THF, 25 deg C_. 2 h, 2.) THF, methanol

2: 1.) lithium triethylborohydride (LTBH), 30percent H₂O₂ / 1.) THF, a) RT, 30 min, b) reflux, 30 min, 2.) THF, methanol

3: 98 percent / sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h

With dihydrogen peroxide; sodium acetate; lithium triethylborohydride; pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/jo00350a044

Reference yield:

methyl 6-deoxy-2,3-di-O-p-tolylsulfonyl-α-D-galactopyranoside (99310-36-8) → methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-erythro-hexopyranosid-4-ulose (99310-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) lithium triethylborohydride (LTBH), 30percent H₂O₂ / 1.) THF, a) RT, 30 min, b) reflux, 30 min, 2.) THF, methanol

2: 98 percent / sodium acetate, pyridinium chlorochromate / CH₂Cl₂ / 2 h

With dihydrogen peroxide; sodium acetate; lithium triethylborohydride; pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/jo00350a044

upstream raw materials:

methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-xylo-hexopyranoside

methyl 2,3,6-tri-O-p-tolylsulfonyl-α-D-galactopyranoside

methyl 6-deoxy-2,3-di-O-p-tolylsulfonyl-α-D-galactopyranoside

methyl α-D-fucopyranoside

Downstream raw materials:

methyl 3,6-dideoxy-α-D-ribo-hexapyranoside

methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-ribo-hexopyranoside

methyl 3,6-dideoxy-2-O-p-tolylsulfonyl-α-D-xylo-hexopyranoside