2,2,3,3-Tetramethoxybutane

Base Information

• Chemical Name: 2,2,3,3-Tetramethoxybutane
• CAS No.: 176798-33-7
• Molecular Formula: C8H18O4
• Molecular Weight: 178.229
• European Community (EC) Number: 805-949-1
• DSSTox Substance ID: DTXSID20446007
• Nikkaji Number: J1.304.682D
• Wikidata: Q82264564
• Mol file: 176798-33-7.mol

Synonyms:2,2,3,3-tetramethoxybutane;176798-33-7;SCHEMBL435189;DTXSID20446007;GEO-02266;MFCD25458126;AKOS040768167;BS-21817;CS-0210627;FT-0675087;J-011232

Chemical Property of 2,2,3,3-Tetramethoxybutane

Chemical Property:

• PSA: 36.92000
• LogP: 1.00440
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 178.12050905
• Heavy Atom Count: 12
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

2,2,3,3-Tetramethoxybutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)(OC)OC)(OC)OC
• Uses: 2,2,3,3-Tetramethoxybutane (cas# 176798-33-7) is a compound useful in organic synthesis.

Technology Process of 2,2,3,3-Tetramethoxybutane

There total 2 articles about 2,2,3,3-Tetramethoxybutane 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: 95.0%

methanol (67-56-1) + dimethylglyoxal (431-03-8) → 2,2,3,3-tetramethoxybutane (176798-33-7)

Guidance literature:

With camphor-10-sulfonic acid; trimethyl orthoformate; for 72h; Heating;

DOI:10.1002/ejoc.200400042

Reference yield: 53.0%

dimethylglyoxal (431-03-8) + trimethyl orthoformate (149-73-5) → 2,2,3,3-tetramethoxybutane (176798-33-7)

Guidance literature:

With sulfuric acid; In methanol; for 20h; Heating;

DOI:10.1021/jo960170n

Reference yield: 98.0%

phenyl 1-thio-α-L-rhamnopyranose (1214-98-8,105026-40-2,127061-11-4,131724-82-8) + 2,2,3,3-tetramethoxybutane (176798-33-7) → phenyl (2'R,3'R)-3,4-O-2',3'-dimethoxybutane-2',3'-diyl-1-thio-α-L-rhamnopyranoside (202824-32-6)

Guidance literature:

With (1S)-10-camphorsulfonic acid; trimethyl orthoformate; In methanol; Inert atmosphere; Reflux;

DOI:10.1002/anie.201403542

upstream raw materials:

dimethylglyoxal

trimethyl orthoformate

methanol

Downstream raw materials:

1,6:3,4-bis-myo-inositol

(2S,3S,4aR,6S,8R,8aR)-6,8-Dihydroxy-2,3-dimethoxy-2,3-dimethyl-octahydro-benzo[1,4]dioxine-6-carboxylic acid methyl ester

(2R,3R,5R,6R)-5,6-dimethoxy-5,6-dimethyl[1,4]dioxane-2,3-dicarboxylic acid dimethyl ester

phenyl 2,3-O-[(2S,3S)-2,3-dimethoxybutan-2,3-diyl]-1-seleno-β-D-xylopyranoside

Refernces

• 1、 Barroso, Santiago,Geerdink, Danny,Ter Horst, Bjorn,Casas-Arce, Eva,Minnaard, Adriaan J.. "Total synthesis of the phenolic glycolipid mycoside B and the glycosylated p-hydroxybenzoic acid methyl ester HBAD-I, virulence markers of mycobacterium tuberculosis". . p. 4642 - 4654. Retrieved 2013/07/26.
• 2、 Montchamp, Jean-Luc,Tian, Feng,Hart, Matthew E.,Frost. "Butane 2,3-bisacetal protection of vicinal diequatorial diols". . p. 3897 - 3899. Retrieved 2007/10/03.