1,4,5,6-Tetra-O-benzyl-myo-inositol

Base Information

• Chemical Name: 1,4,5,6-Tetra-O-benzyl-myo-inositol
• CAS No.: 26276-99-3
• Molecular Formula: C14H19N3O3S
• Molecular Weight: 540.656
• Hs Code.: 2906139000
• Mol file: 26276-99-3.mol

Synonyms:Butanedioic acid,1H-imidazol-1-yl-,4-ethyl ester;rac-1,4,5,6-tetra-O-benzyl-myo-inositol;DL-1,4,5,6-tetra-O-benzyl-myo-inositol;DL-3,4,5,6-tetra-O-benzyl-myo-inositol;1,4,5,6-tetra-O-benzyl-myo-inositol;

Chemical Property of 1,4,5,6-Tetra-O-benzyl-myo-inositol

Chemical Property:

• Boiling Point: 440.4°Cat760mmHg
• Flash Point: 220.1°C
• PSA: 77.38000
• Density: 1.29g/cm³
• LogP: 5.06340

Purity/Quality:

1,4,5,6-Tetra-O-benzyl-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4,5,6-Tetra-O-benzyl-myo-inositol

There total 73 articles about 1,4,5,6-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: 95.0%

(±)-1,4,5,6-tetra-O-benzyl-2,3-O-isopropylidene-myo-inositol (29847-13-0,111466-09-2,131233-64-2,131233-67-5,141040-34-8,142436-03-1,142795-29-7) → rac-1,4,5,6-tetra-O-benzyl-myo-inositol (26276-99-3)

Guidance literature:

With hydrogenchloride; In methanol; acetone;

DOI:10.1016/0040-4039(94)85318-5

Reference yield: 92.3%

1(3),2-di-O-(2-tetrahydropyranyl)3(1),4(6),5,6(4)-tetra-O-benzyl-sn-myoinositol (76690-09-0) → rac-1,4,5,6-tetra-O-benzyl-myo-inositol (26276-99-3)

Guidance literature:

With acetic acid; In chloroform; at 80 ℃; for 1h;

Reference yield: 85.0%

(+/-)-cis-1,2-O-cyclohexylidene-3,4,5,6-tetrakis-O-benzyl myo-inositol (6691-27-6,57029-85-3,57029-86-4,130324-54-8) → rac-1,4,5,6-tetra-O-benzyl-myo-inositol (26276-99-3)

Guidance literature:

With acetic acid; In water; at 80 - 100 ℃; for 1.5h;

DOI:10.1002/hlca.19900730428

upstream raw materials:

(+/-)-cis-1,2-O-cyclohexylidene-3,4,5,6-tetrakis-O-benzyl myo-inositol

1⁽³⁾,2-di-O-(2-tetrahydropyranyl)3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol

benzyl chloride

2-O-(2-tetrahydropyranyl)-1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol

Downstream raw materials:

1⁽³⁾,2-di-O-(2-tetrahydropyranyl)3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol

2-O-(2-tetrahydropyranyl)-1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol

1⁽³⁾-O-(2-tetrahydropyranyl)-3⁽¹⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-benzyl-sn-myoinositol

C₃₉H₄₂O₆

Refernces

• 1、 Sarkar, Nitai,Sardessai, Richa S.,Shashidhar, Mysore S.,Tamboli, Majid I.,Gonnade, Rajesh G.. "Lithium hydride as an efficient reagent for the preparation of 1,2-anhydro inositols: Does the reaction proceed through ‘axial rich’ conformation?". . p. 32 - 36. Retrieved 2018/05/22.
• 2、 Nkambule, Comfort M.,Kwezi, Nomfundo W.,Kinfe, Henok H.,Nokwequ, Mbulelo G.,Gammon, David W.,Oscarson, Stefan,Karlsson, Erik. "Efficient regioselective protection of myo-inositol via facile protecting group migration". experimental part. p. 618 - 623. Retrieved 2011/03/19.