GUGGULTETROL-18,1,2,3,4-OCTADECANETETROL

Base Information

• Chemical Name: GUGGULTETROL-18,1,2,3,4-OCTADECANETETROL
• CAS No.: 105368-62-5
• Molecular Formula: C₁₈H₃₈O₄
• Molecular Weight: 318.497
• Mol file: 105368-62-5.mol

Synonyms:1,2,3,4-Octadecanetetrol,[2S-(2R*,3R*,4S*)]-; Guggultetrol 18

Chemical Property of GUGGULTETROL-18,1,2,3,4-OCTADECANETETROL

Chemical Property:

• PSA: 80.92000
• LogP: 3.15260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GUGGULTETROL-18,1,2,3,4-OCTADECANETETROL

There total 5 articles about GUGGULTETROL-18,1,2,3,4-OCTADECANETETROL 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: 78.0%

(2S,3R,4R)-4-(methoxymethoxy)octadecane-1,2,3-triol (1233497-23-8) → (D)-xylo-octadecane-1,2,3,4-tetrol (105368-62-5)

Guidance literature:

With hydrogenchloride; In methanol; water; at 25 ℃; for 4h;

DOI:10.1016/j.tetasy.2010.02.019

Reference yield: 71.0%

(R)-1-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol (929540-05-6) → (D)-xylo-octadecane-1,2,3,4-tetrol (105368-62-5)

Guidance literature:

With iron(III) chloride; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2006.12.037

Reference yield:

C21H42O4 (517920-38-6) → (D)-xylo-octadecane-1,2,3,4-tetrol (105368-62-5)

Guidance literature:

With water; acetic acid; at 100 ℃; for 8h;

DOI:10.1016/j.carres.2012.06.005

upstream raw materials:

5,6,7,8,9,10,11,12,13,14,15,16,17,18,-tetradecadeoxy-D-xylo-octadecofuranose

(R)-1-((4S,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)pentadecan-1-ol

(2S,3R,4R)-4-(methoxymethoxy)octadecane-1,2,3-triol

C₂₁H₄₂O₄

Refernces

• 1、 Borkar, Santosh Ramdas,Manjunath, Beedimane Narayana,Balasubramaniam, Sivaraman,Aidhen, Indrapal Singh. "Convenient synthesis of D- and L-xylo-1,2,3,4-alkane tetrols from a D-gluco-configured common building block". . p. 23 - 30. Retrieved 2012/11/07.
• 2、 Prasad, Kavirayani R.,Chandrakumar, Appayee. "Stereoselective syntheses of γ-alkyl (aryl)-α,β-dihydroxy-γ-butyrolactones and naturally occurring lipid guggultetrol". . p. 1798 - 1805. Retrieved 2007/10/03.