(1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol

Base Information

• Chemical Name: (1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol
• CAS No.: 114828-08-9
• Molecular Formula: C27H30O6
• Molecular Weight: 450.532
• Mol file: 114828-08-9.mol

Synonyms:(1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol;Myo-Inositol, 2,4,6-tris-O-(phenylMethyl)-

Chemical Property of (1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol

Chemical Property:

• PSA: 88.38000
• LogP: 2.83890

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol

There total 19 articles about (1R,2S,3r,4R,5S,6s)-2,4,6-tris(benzyloxy)cyclohexane-1,3,5-triol 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-myo-inositol (114828-08-9)

Guidance literature:

With hydrogenchloride; water; In methanol; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.03.024

Reference yield: 95.0%

meso-2,4,6-tri-O-benzyl-D-myo-inositol-1,3,5-O-orthoformate (114847-11-9) → 2,4,6-tri-O-benzyl-myo-inositol (114828-08-9)

Guidance literature:

With hydrogenchloride; In methanol; for 0.333333h; Heating;

DOI:10.1016/S0040-4020(97)00714-X

Reference yield: 91.0%

2,4,6-tri-O-benzyl-1,5-O-ethylidene-DL-myo-inositol (227177-05-1) → 2,4,6-tri-O-benzyl-myo-inositol (114828-08-9)

Guidance literature:

With hydrogenchloride; In methanol; for 0.75h; Heating;

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

upstream raw materials:

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

2,4,6-tri-O-benzyl-1,5-O-ethylidene-DL-myo-inositol

benzyl bromide

myo-Inositol orthoformate

Downstream raw materials:

2,4,6-O-tribenzyl myo-inositol-1,3,5-O-phosphite

2,4,6-O-tribenzyl myo-inositol-1,3,5-O-phosphate

C₄₈H₄₂O₉

2,4,6-tri-O-benzyl-myo-inositol 1,3-bis(diphenylphosphate)

Refernces

• 1、 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 2005.
• 2、 Sculimbrene,Miller. "Discovery of a catalytic asymmetric phosphorylation through selection of a minimal kinase mimic: A concise total synthesis of d-myo-inositol-1-phosphate [14]". . p. 10125 - 10126. Retrieved 2007/10/03.