Inositol 1-phosphate

Base Information

• Chemical Name: Inositol 1-phosphate
• CAS No.: 2831-74-5
• Molecular Formula: C6H13 O9 P
• Molecular Weight: 260.138
• Hs Code.: 2919900090
• UNII: 5G9I890092
• DSSTox Substance ID: DTXSID001315105
• Nikkaji Number: J455.069B,J6.548J
• Wikidata: Q105116048,Q27078074
• Metabolomics Workbench ID: 51222
• ChEMBL ID: CHEMBL3959608
• Mol file: 2831-74-5.mol

Synonyms:inositol 1-monophosphate;inositol 1-phosphate;myoinositol 1-phosphate

Chemical Property of Inositol 1-phosphate

Chemical Property:

• Vapor Pressure: 7.17E-13mmHg at 25°C
• Boiling Point: 517.4°C at 760 mmHg
• Flash Point: 266.7°C
• PSA: 83.99000
• Density: 2.02g/cm³
• LogP: 1.80630
• XLogP3: -4.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 260.02971899
• Heavy Atom Count: 16
• Complexity: 274

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(C(C(C(C(C1O)O)OP(=O)(O)O)O)O)O
• Isomeric SMILES: [C@H]1([C@H](C([C@@H]([C@@H](C1O)O)O)OP(=O)(O)O)O)O

Technology Process of Inositol 1-phosphate

There total 64 articles about Inositol 1-phosphate 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: 99.0%

1,4,5-tri-O-acetyl-3,6-di-O-benzyl-2-O-(3-oxo-1,5-dihydro-3λ5-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol (864372-89-4) → myo-Inositol 2-phosphate (573-35-3,633-88-5,2831-74-5,4956-00-7,7336-80-3,13004-72-3,13331-65-2,15421-51-9,21667-10-7,26277-10-1,26545-79-9,34218-99-0,34219-00-6,34219-01-7,35275-50-4,46495-37-8,46495-38-9,46495-39-0,57652-30-9,69256-52-6,84414-08-4,111901-84-9)

Guidance literature:

1,4,5-tri-O-acetyl-3,6-di-O-benzyl-2-O-(3-oxo-1,5-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol; With hydrogen; palladium on activated charcoal; In ethanol; water; at 20 ℃;

With sodium hydroxide; water; for 4h; cooling;

DOI:10.1002/ejoc.200400911

Reference yield: 95.0%

(+)-2,4,6-tri-O-benzyl-myo-inositol-3-phosphate (474404-92-7) → D-myo-inositol-3-phosphate (2831-74-5)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran;

DOI:10.1021/ja027402m

Reference yield: 60.0%

C39H47O9P → (+/-) myo-inositol 4-phosphate (573-35-3,633-88-5,2831-74-5,4956-00-7,7336-80-3,13004-72-3,13331-65-2,15421-51-9,21667-10-7,26277-10-1,26545-79-9,34218-99-0,34219-00-6,34219-01-7,35275-50-4,46495-37-8,46495-38-9,46495-39-0,57652-30-9,69256-52-6,84414-08-4,111901-84-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; at 25 ℃; under 2585.7 Torr;

DOI:10.1039/c39870000314

upstream raw materials:

2-O-phosphono-1,3,4,5,6-penta-O-acetyl-myo-inositol

D-myo-inositol

3,3,7,7-tetramethyl-2,8-dioxa-5-aza-1λ³-phosphabicyclo(3,3,0)octane

4,6-di-O-benzyl-myo-inositol 2-dibenzylphosphate

Downstream raw materials:

inositol

phosphoric acid

D-myo-inositol

D-myo-inositol-3-phosphate biscyclohexylamine salt

Refernces

• 1、 Seo, Kyung-Chang,Yu, Seok-Ho,Chung, Sung-Kee. "Divergent synthesis of all possible optically active regioisomers of myo-inositol mono- and bisphosphates". . p. 305 - 327. Retrieved 2008/02/12.
• 2、 Sculimbrene, Bianca R.,Morgan, Adam J.,Miller, Scott J.. "Enantiodivergence in small-molecule catalysis of asymmetric phosphorylation: Concise total syntheses of the enantiomeric D-myo-inositol-1-phosphate and D-myo-inositol-3-phosphate". . p. 11653 - 11656. Retrieved 2007/10/03.