4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside

Base Information

• Chemical Name: 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside
• CAS No.: 214272-28-3
• Molecular Formula: C₁₈H₁₉NO₆S₂
• Molecular Weight: 409.484
• Mol file: 214272-28-3.mol

Synonyms:4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside

Chemical Property of 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside

There total 16 articles about 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside 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: 66.0%

2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide (38768-95-5) + 4-cyanobenzenethiol (36801-01-1) → 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside (214272-28-3) + 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (130782-78-4)

Guidance literature:

With zinc(II) oxide; In toluene; acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1016/S0008-6215(98)00088-3

Reference yield: 30.0%

4-cyanobenzenethiol (36801-01-1) + 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl trichloroacetimidate (130783-15-2) → 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside (214272-28-3) + 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (130782-78-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/S0008-6215(98)00088-3

Reference yield: 20.0%

2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide (38768-95-5) + 4-cyanobenzenethiol (36801-01-1) → Acetic acid (2S,3R,4S,5S)-4,5-diacetoxy-2-{5-cyano-2-[4-cyano-2-((2S,3R,4S,5S)-3,4,5-triacetoxy-tetrahydro-thiopyran-2-yl)-phenyldisulfanyl]-phenyl}-tetrahydro-thiopyran-3-yl ester + 4-cyano-2-(2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranosyl)phenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside + 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-α-D-xylopyranoside (214272-28-3) + 4-cyanophenyl 2,3,4-tri-O-acetyl-1,5-dithio-β-D-xylopyranoside (130782-78-4)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1016/S0008-6215(98)00088-3

upstream raw materials:

2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide

4-cyanobenzenethiol

1,2,3,4-tetra-O-acetyl-5-thio-α-D-xylopyranose

2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl trichloroacetimidate