phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside

Base Information

• Chemical Name: phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside
• CAS No.: 866101-46-4
• Molecular Formula: C₁₅H₁₆O₅S
• Molecular Weight: 308.355
• Mol file: 866101-46-4.mol

Synonyms:phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside

Chemical Property of phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside

There total 2 articles about phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside 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: 43.0%

1,5-anhydro-2,3,4-tri-O-acetyl-D-threo-pent-1-enitol (14125-76-9,30694-66-7,139972-99-9) + thiophenol (108-98-5) → (2S)-2-phenylthio-2H-pyran-3(6H)-one + phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-α-D-glycero-pent-2-enopyranoside + phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside (866101-46-4)

Guidance literature:

With iodine; In toluene; at 20 ℃; for 0.666667h;

DOI:10.1016/j.carres.2005.05.024

Reference yield: 23.0%

1,5-anhydro-2,3,4-tri-O-acetyl-D-threo-pent-1-enitol (14125-76-9,30694-66-7,139972-99-9) + thiophenol (108-98-5) → phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-α-D-glycero-pent-2-enopyranoside + phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside (866101-46-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -18 ℃; for 0.00416667h;

DOI:10.1016/j.carres.2005.05.024

Reference yield: 23.0%

phenyl 2,4-di-O-acetyl-3-deoxy-1-thio-β-D-glycero-pent-2-enopyranoside (866101-46-4) + thiophenol (108-98-5) → 1,5-anhydro-2,3,4-tri-S-phenyl-2,3,4-trithio-D,L-threo-pent-1-enitol

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -18 ℃; for 0.666667h;

DOI:10.1016/j.carres.2005.05.024

upstream raw materials:

1,5-anhydro-2,3,4-tri-O-acetyl-D-threo-pent-1-enitol

thiophenol