1D-1,3,5,6-tetra-O-benzyl-myo-inositol

Base Information

• Chemical Name: 1D-1,3,5,6-tetra-O-benzyl-myo-inositol
• CAS No.: 131147-14-3
• Molecular Formula: C₃₄H₃₆O₆
• Molecular Weight: 540.656
• Mol file: 131147-14-3.mol

Synonyms:1D-1,3,5,6-tetra-O-benzyl-myo-inositol

Chemical Property of 1D-1,3,5,6-tetra-O-benzyl-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1D-1,3,5,6-tetra-O-benzyl-myo-inositol

There total 56 articles about 1D-1,3,5,6-tetra-O-benzyl-myo-inositol 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: 89.0%

benzyl bromide (100-39-0) + (±)-1,4,5-tri-O-benzyl-myo-inositol → (+/-)-1,3,4,5-tetra-O-benzyl-myo-inositol (131147-14-3,131233-76-6,132746-98-6,132747-00-3,141040-63-3,145553-67-9)

Guidance literature:

(±)-1,4,5-tri-O-benzyl-myo-inositol; With di(n-butyl)tin oxide; In methanol; toluene; at 130 ℃; for 3h;

benzyl bromide; With tetrabutylammomium bromide; In toluene; at 130 ℃; for 2.5h;

DOI:10.1021/jo026794c

Reference yield: 87.0%

benzyl bromide (100-39-0) + 1D-1,5,6-tri-O-benzyl-myo-inositol (131233-70-0) → 1D-1,3,5,6-tetra-O-benzyl-myo-inositol (131147-14-3)

Guidance literature:

With dimethyltin dichloride; silver(l) oxide; In acetonitrile; at 20 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.5b01898

Reference yield: 71.0%

benzyl bromide (100-39-0) + 2,4,6-tri-O-benzyl-myo-inositol (114828-08-9) → 1,2,4,6-tetra-O-benzyl-DL-myo-inositol (131147-14-3,131233-76-6,132746-98-6,132747-00-3,141040-63-3,145553-67-9)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; at 45 ℃; for 16h;

DOI:10.1016/S0040-4039(00)97206-X

upstream raw materials:

1D-1,3,5,6-tetra-O-benzyl-4-O-(prop-1-enyl)-myo-inositol

1D-1,5,6-tri-O-benzyl-myo-inositol

benzyl bromide

(±)-1,2:5,6-di-O-isopropylidene-myo-inositol

Downstream raw materials:

meso-1,3,4,5,6-penta-O-benzyl-myo-inositol

D(+)-1,2,4,6-Tetra-O-benzyl-myo-inositol

L(-)-1,2,4,6-Tetra-O-benzyl-myo-inositol

(+)-1D-1,3,5,6-Tetra-O-benzyl-4-deoxy-4-fluoro-myo-inositol

Refernces

• 1、 Devaraj, Subramanian,Jagdhane, Rajendra C.,Shashidhar, Mysore S.. "Relative reactivity of hydroxyl groups in inositol derivatives: role of metal ion chelation". experimental part. p. 1159 - 1166. Retrieved 2009/10/04.
• 2、 Sureshan, Kana M.,Murakami, Tomohiro,Watanabe, Yutaka. "Establishment of the structure of pinpollitol by total synthesis of the proposed putative structures". . p. 769 - 772. Retrieved 2007/10/03.