5-Thio-beta-D-glucopyranose

Base Information

• Chemical Name: 5-Thio-beta-D-glucopyranose
• CAS No.: 37850-98-9
• Molecular Formula: C₆H₁₂O₅S
• Molecular Weight: 196.224
• UNII: UC3B3TF1LH

Synonyms:UC3B3TF1LH;UNII-UC3B3TF1LH;5-Thio-beta-D-glucopyranose;beta-D-Glucopyranose, 5-thio-;37850-98-9;SCHEMBL205731;5-THIO-.BETA.-D-GLUCOPYRANOSE;.BETA.-D-GLUCOPYRANOSE, 5-THIO-

Chemical Property of 5-Thio-beta-D-glucopyranose

Chemical Property:

• XLogP3: -1.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 196.04054465
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(C1C(C(C(C(S1)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](S1)O)O)O)O)O

Technology Process of 5-Thio-beta-D-glucopyranose

There total 11 articles about 5-Thio-beta-D-glucopyranose 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: 85.0%

1,2-O-5,6-S,O-di-isopropylidene-5-thio-β-D-allofuranose (72045-04-6) → 5-thio-D-allose (10227-19-7,16505-91-2,37850-98-9,127854-51-7)

Guidance literature:

With acetic acid; at 90 ℃; for 2h;

DOI:10.1016/0008-6215(86)80033-7

Reference yield:

1,2-O:5,6-S,O-di-isopropylidene-5-thio-β-L-idofuranose (136787-19-4) → (3R,4S,5S,6S)-6-Hydroxymethyl-tetrahydro-thiopyran-2,3,4,5-tetraol (10227-19-7,16505-91-2,37850-98-9,127854-51-7)

Guidance literature:

With acetic acid; at 90 ℃; for 1.5h; Yield given;

DOI:10.1016/0008-6215(92)84155-L

Reference yield:

methyl 5-thio-α-D-altropyranoside (72074-65-8) → 5-thio-D-altrose (10227-19-7,16505-91-2,37850-98-9,127854-51-7)

Guidance literature:

With sulfuric acid; at 75 ℃; for 6h;

DOI:10.1016/0008-6215(86)80034-9

upstream raw materials:

1,2-O:5,6-S,O-di-isopropylidene-5-thio-β-L-idofuranose

Methanesulfonic acid (3aR,5S,6R,6aR)-5-((S)-2,2-dimethyl-[1,3]oxathiolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester

methyl 5-thio-α-D-altropyranoside

(4aR,7S,8S,8aS)-6-Methoxy-2,2-dimethyl-hexahydro-thiopyrano[3,2-d][1,3]dioxine-7,8-diol

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