Ethyl 1-Thio-β-D-glucuronide

Base Information

• Chemical Name: Ethyl 1-Thio-β-D-glucuronide
• CAS No.: 117757-06-9
• Molecular Formula: C₈H₁₄O₆S
• Molecular Weight: 238.262
• Mol file: 117757-06-9.mol

Synonyms:

Chemical Property of Ethyl 1-Thio-β-D-glucuronide

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Ethyl1-Thio-β-D-glucuronide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ethyl 1-Thio-β-D-glucuronide (cas# 117757-06-9) is a compound useful in organic synthesis.

Technology Process of Ethyl 1-Thio-β-D-glucuronide

There total 2 articles about Ethyl 1-Thio-β-D-glucuronide 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: 94.0%

ethyl [methyl(2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranosyl)uronate] (99077-83-5) → ethyl (1-thio-β-D-glucopyranosyluronic acid) (117757-06-9,755710-39-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at -10 - 20 ℃; for 5h;

DOI:10.1016/S0008-6215(01)00272-5

Reference yield:

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → ethyl (1-thio-β-D-glucopyranosyluronic acid) (117757-06-9,755710-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium ethylate; methanol / Behandeln des Reaktionsprodukts mit Acetanhydrid und Pyridin

2: sodium methylate; methanol / anschliessend mit Bariumhydroxid in Wasser behandeln

With methanol; potassium ethoxide; sodium methylate;

Reference yield:

ethyl (1-thio-β-D-glucopyranosyluronic acid) (117757-06-9,755710-39-5) + benzoic acid anhydride (93-97-0) → C22H20O7S

Guidance literature:

ethyl (1-thio-β-D-glucopyranosyluronic acid); In N,N-dimethyl-formamide; at 85 ℃; for 4h;

benzoic acid anhydride; With pyridine; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 36h;

DOI:10.1016/S0008-6215(01)00272-5

upstream raw materials:

ethyl [methyl(2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranosyl)uronate]

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester