myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-

Base Information

• Chemical Name: myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-
• CAS No.: 129952-31-4
• Molecular Formula: C₂₈H₃₀O₆
• Molecular Weight: 462.543
• Mol file: 129952-31-4.mol

Synonyms:2,4-Dioxabicyclo[3.3.1]nonane,myo-inositol deriv.

Chemical Property of myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)-

There total 10 articles about myo-Inositol, 1,3-O-methylene-2,4,6-tris-O-(phenylmethyl)- 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: 100.0%

2,4,6-tri-O-benzyl-1,3,5-O-orthoformate-D-myo-inositol → (+/-)-2,4,6-tri-O-benzyl-1,3-O-methylidene-D-myo-inositol (129952-31-4,130009-54-0)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 - 20 ℃; Solvent; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.104810

Reference yield: 100.0%

meso-2,4,6-tri-O-benzyl-D-myo-inositol-1,3,5-O-orthoformate (114847-11-9) → (+/-)-2,4,6-tri-O-benzyl-1,3-O-methylidene-D-myo-inositol (129952-31-4,130009-54-0)

Guidance literature:

With diisobutylaluminum hydride; In hexane; dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1016/0008-6215(92)85043-Y

Reference yield: 65.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + C29H29F3O8S (1241831-15-1) → C28H30O6 (1241949-33-6) + C30H32O7 (1241949-32-5) + (+/-)-2,4,6-tri-O-benzyl-1,3-O-methylidene-D-myo-inositol (129952-31-4,130009-54-0) + (1R,5S,6R,7S,8S,9S)-6,8,9-tris(benzyloxy)-2,4-dioxabicyclo[3.3.1]non-7-yl ethanoate

Guidance literature:

With water; Heating;

DOI:10.1055/s-0029-1220071

upstream raw materials:

6,8,9-Tris-benzyloxy-2,4,10-trioxa-tricyclo[3.3.1.1^3,7]decane

meso-2,4,6-tri-O-benzyl-D-myo-inositol-1,3,5-O-orthoformate

benzyl bromide

N,N-dimethyl acetamide

Downstream raw materials:

1,2,4,5,6-penta-O-benzyl-sn-myo-inositol

1,2,4,6-tetra-O-benzyl-DL-myo-inositol

2,4,5,6-tetra-O-benzyl-DL-myo-inositol

(1R,2R,3S,4R,5R,6R)-2,3,4,6-Tetrakis-benzyloxy-5-(4-methoxy-benzyloxy)-cyclohexanol

Refernces

• 1、 Chen, Wen-Bin,Liu, Jian-Bing,Dou, Dao-Lei,Song, Fan-Bo,Li, Lu-Yuan,Xi, Zhen. "Synthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro". . p. 329 - 333. Retrieved 2015/04/14.
• 2、 Song, Fanbo,Zhang, Jing,Zhao, Yuefang,Chen, Wenbin,Li, Luyuan,Xi, Zhen. "Synthesis and antitumor activity of inositol phosphotriester analogues". experimental part. p. 3642 - 3654. Retrieved 2012/06/18.