D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate

Base Information

• Chemical Name: D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate
• CAS No.: 136787-43-4
• Molecular Formula: C16H18O5S
• Molecular Weight: 322.38
• Mol file: 136787-43-4.mol

Synonyms:D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate

Chemical Property of D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate

Chemical Property:

• Melting Point: 79 - 80 °C (light petroleum)
• PSA: 87.13000
• LogP: 2.55460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate

There total 1 articles about D-ribo-Hex-1-enitol, 1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-, diacetate 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: 9.0%

thiophenol (108-98-5) + D-glucal triacetate (2873-29-2) → phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-thio-α-D-erythro-hex-2-enopyranoside (111425-49-1,125848-19-3,137740-45-5,111425-48-0,286410-13-7) + phenyl 4,6-di-O-acetyl-2,3-dideoxy-erythro-hex-2-eno-1-thioa-β-D-pyranoside (111425-48-0,125848-19-3,137740-45-5,111425-49-1,286410-13-7) + 4,6-di-O-acetyl-1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-D-ribo-hex-1-enitol (136787-43-4)

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; at 20 ℃; for 0.166667h;

DOI:10.1016/0008-6215(92)84153-J

Reference yield:

4,6-di-O-acetyl-1,5-anhydro-2-deoxy-3-S-phenyl-3-thio-D-ribo-hex-1-enitol (136787-43-4) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → 6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (69247-23-0,19940-05-7) + 6-O-(4,6-di-O-acetyl-2,3-dideoxy-β-D-erythreo-hex-2-enopyranosyl)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Guidance literature:

With N-iodo-succinimide; molecular sieve; In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00117a042

upstream raw materials:

thiophenol

D-glucal triacetate

Downstream raw materials:

6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)1,2:3,4-di-O-isopropylidene-α-D-galactopyranose