CID 11416288

Base Information

• Chemical Name: CID 11416288
• CAS No.: 128730-80-3
• Molecular Formula: C₈H₁₂Br₂O₄
• Molecular Weight: 331.989
• Nikkaji Number: J1.504.307E
• Mol file: 128730-80-3.mol

Synonyms:128730-80-3;2,3-Butanediol, 1,4-dibromo-, diacetate, (R,R)-;[(2R,3R)-3-acetyloxy-1,4-dibromobutan-2-yl] acetate;2,3-Butanediol, 1,4-dibromo-, diacetate, (theta,theta)-

Chemical Property of CID 11416288

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 331.90818
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OC(CBr)C(CBr)OC(=O)C
• Isomeric SMILES: CC(=O)O[C@@H](CBr)[C@H](CBr)OC(=O)C

Technology Process of CID 11416288

There total 3 articles about CID 11416288 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: 86.0%

sodium acetate (127-09-3) + acetic anhydride (108-24-7) → Acetic acid (1R,2R)-2-acetoxy-3-bromo-1-bromomethyl-propyl ester (2691-17-0,2691-18-1,78314-10-0,128730-80-3)

Guidance literature:

sodium acetate; With Acetyl bromide; In 1,4-dioxane; at 20 ℃; for 16h;

acetic anhydride; With pyridine; Further stages.;

DOI:10.1016/j.tet.2004.01.061

Reference yield:

threo-1,4-dibromo-2,3-butanediol (299-70-7) + acetyl chloride (75-36-5) → Acetic acid (1R,2R)-2-acetoxy-3-bromo-1-bromomethyl-propyl ester (2691-17-0,2691-18-1,78314-10-0,128730-80-3)

Guidance literature:

With pyridine; In chloroform;

Reference yield:

threo-1,4-dibromo-2,3-butanediol (299-70-7) + acetic anhydride (108-24-7) → Acetic acid (1R,2R)-2-acetoxy-3-bromo-1-bromomethyl-propyl ester (2691-17-0,2691-18-1,78314-10-0,128730-80-3)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(01)00442-7

upstream raw materials:

threo-1,4-dibromo-2,3-butanediol

acetyl chloride

acetic anhydride

sodium acetate

Refernces

• 1、 Benazza, Mohammed,Halila, Sami,Viot, Camille,Danquigny, Alain,Pierru, Christèle,Demailly, Gilles. "Expedious synthesis of polyhydroxylated selena and thia-heterocycles via Se and S-ring closure of α,ω-dibromoalditols". . p. 2889 - 2895. Retrieved 2007/10/03.