(2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol

Base Information

• Chemical Name: (2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol
• CAS No.: 14149-69-0
• Molecular Formula: C₁₈H₂₂O₅S₂
• Molecular Weight: 382.502
• Mol file: 14149-69-0.mol

Synonyms:(2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol

Chemical Property of (2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol

There total 1 articles about (2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol 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: 88.0%

D-glucose (50-99-7) + thiophenol (108-98-5) → (2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol (14149-69-0)

Guidance literature:

With trifluoroacetic acid; at 50 - 60 ℃; 30-50 min;

DOI:10.1080/07328309908543999

Reference yield: 95.0%

(2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol (14149-69-0) → (2R,3S,4R)-6,6-bis(phenylthio)hex-5-ene-1,2,3,4-tetraol

Guidance literature:

With potassium carbonate; carbonic acid dimethyl ester; In methanol; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.orglett.1c00424

Reference yield: 61.0%

(2R,3R,4S)-6,6-bis(phenylthio)hexane-1,2,3,4,5-pentaol (14149-69-0) → phenyl 1-thio-α-D-glucofuranoside (13992-19-3,53829-44-0)

Guidance literature:

With phenylmercuric acetate; In ethanol; for 0.0833333h; Heating;

DOI:10.1016/0008-6215(84)85117-4

upstream raw materials:

D-glucose

thiophenol

Downstream raw materials:

phenyl 1-thio-α-D-glucofuranoside