threo-1-C-Syringylglycerol

Base Information

• Chemical Name: threo-1-C-Syringylglycerol
• CAS No.: 121748-11-6
• Molecular Formula: C₁₁H₁₆O₆
• Molecular Weight: 244.244
• Mol file: 121748-11-6.mol

Synonyms:1,2,3-Propanetriol,1-(4-hydroxy-3,5-dimethoxyphenyl)-, (R*,R*)-; threo-Syringylglycerol

Chemical Property of threo-1-C-Syringylglycerol

Chemical Property:

• PSA: 99.38000
• LogP: -0.20400

Purity/Quality:

98%min ^*data from raw suppliers

threo-1-C-Syringylglycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: threo-1-C-Syringylglycerol is a chemical constituent from Kandelia candel with possible inhibitory effects on pro-inflammatory cytokines production in LPS-stimulated bone marrow-derived dendritic cells (BMDCs).

Technology Process of threo-1-C-Syringylglycerol

There total 4 articles about threo-1-C-Syringylglycerol 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:

ethyl 2-bromo-3-(4-acetoxy-3,5-dimethoxyphenyl)-3-oxopropionate (94003-00-6) → syringoylglycerol (38789-97-8,121748-11-6,4204-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetic acid

2: LiAlH₄

With lithium aluminium tetrahydride; potassium carbonate; In acetic acid;

DOI:10.1021/jo01053a051

Reference yield:

3,5-Dimethoxy-4-acetoxy-benzoylessigsaeure-aethylester (92582-51-9) → syringoylglycerol (38789-97-8,121748-11-6,4204-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / CHCl₃

2: K₂CO₃ / acetic acid

3: LiAlH₄

With lithium aluminium tetrahydride; bromine; potassium carbonate; In chloroform; acetic acid;

DOI:10.1021/jo01053a051

Reference yield:

α-Acetoxy-α-<3,5-dimethoxy-4-acetoxy-benzoyl>-essigsaeure-ethylester (93722-54-4) → syringoylglycerol (38789-97-8,121748-11-6,4204-29-9)

Guidance literature:

With lithium aluminium tetrahydride;

DOI:10.1021/jo01053a051

upstream raw materials:

α-Acetoxy-α-<3,5-dimethoxy-4-acetoxy-benzoyl>-essigsaeure-ethylester

3,5-Dimethoxy-4-acetoxy-benzoylessigsaeure-aethylester

ethyl 2-bromo-3-(4-acetoxy-3,5-dimethoxyphenyl)-3-oxopropionate

9-(6-O-[(2E,6S)-2,6-dimethyl-6-hydroxy-2,7-octadienoyl]-β-D-glucopyranosyloxy)syringoylglycerol

Refernces