4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione

Base Information

• Chemical Name: 4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione
• CAS No.: 18690-24-9
• Molecular Formula: C₇H₁₁NO₄S₂
• Molecular Weight: 237.301
• NSC Number: 231274
• DSSTox Substance ID: DTXSID70397979

Synonyms:18690-24-9;4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione;NSC231274;DTXSID70397979;OHPAAKGMNDIZKS-UHFFFAOYSA-N;NSC-231274;2(3H)-thiazolethione, 4-(1,2,3,4-tetrahydroxybutyl)-

Chemical Property of 4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione

Chemical Property:

• Vapor Pressure: 1.22E-14mmHg at 25°C
• Boiling Point: 555.2°C at 760 mmHg
• Flash Point: 289.6°C
• Density: 1.71g/cm³
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 237.01295018
• Heavy Atom Count: 14
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=S)S1)C(C(C(CO)O)O)O

Technology Process of 4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione

There total 9 articles about 4-(1,2,3,4-tetrahydroxybutyl)-1,3-thiazole-2(3H)-thione 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:

3,4,5,6-tetra-O-acetyl-1-deoxy-1-diazo-L-fructose (78124-21-7) → 4-(Lr-1tF,2cF,3rF,4-tetrahydroxy-but-catF-yl)-3H-thiazole-2-thione (18690-24-9,23259-45-2,23259-70-3,23259-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / diethyl ether

2: acetone; H₂O

3: (acid dehydration)

4: aq. KOH

With hydrogenchloride; potassium hydroxide; In diethyl ether; water; acetone;

DOI:10.1016/S0008-6215(00)82962-6

Reference yield:

3,4,5,6-tetra-O-acetyl-1-chloro-1-deoxy-L-fructose (23261-13-4) → 4-(Lr-1tF,2cF,3rF,4-tetrahydroxy-but-catF-yl)-3H-thiazole-2-thione (18690-24-9,23259-45-2,23259-70-3,23259-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: acetone; H₂O

2: (acid dehydration)

3: aq. KOH

With potassium hydroxide; In water; acetone;

DOI:10.1016/S0008-6215(00)82962-6

Reference yield:

D-Fructose (57-48-7,18875-34-8) + potassium thioacyanate (333-20-0) → 4-(Dr-1tF,2cF,3rF,4-tetrahydroxy-but-catF-yl)-3H-thiazole-2-thione (18690-24-9,23259-45-2,23259-70-3,23259-71-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0008-6215(00)80055-5

upstream raw materials:

D-Fructose

potassium thioacyanate

4-(D_r-1c_F,2t_F,3r_F,4-tetraacetoxy-but-cat_F-yl)-3H-thiazole-2-thione

(Ξ)-4-hydroxy-4-(D_r-1c_F,2t_F,3r_F,4-tetraacetoxy-but-cat_F-yl)-thiazolidine-2-thione

Downstream raw materials:

4-(D_r-1t_F,2c_F,3r_F-trihydroxy-4-trityloxy-but-cat_F-yl)-3H-thiazole-2-thione

D_r-1cat_F-(2-benzhydrylsulfanyl-thiazol-4-yl)-butane-1t_F,2c_F,3r_F,4-tetraol

4-(D_r-1t_F,2c_F,3r_F,4-tetrahydroxy-but-cat_F-yl)-3H-thiazole-2-thione

D_r,D_r-4,4'-bis-trityloxy-1cat_F,1'cat_F-(2,2'-disulfanediyl-bis-thiazol-4-yl)-bis-butane-1t_F,2c_F,3r_F-triol

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