6090-97-7

Basic information

• Product Name: 1-D-4-O-METHYL-MYO-INOSITOL
• Synonyms: 1-D-4-O-METHYL-MYO-INOSITOL;D-ONONITOL
• CAS NO: 6090-97-7
• Molecular Formula: C₇H₁₄O₆
• Molecular Weight: 194.18
• Mol File: 6090-97-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-D-4-O-METHYL-MYO-INOSITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-D-4-O-METHYL-MYO-INOSITOL(6090-97-7)
• EPA Substance Registry System: 1-D-4-O-METHYL-MYO-INOSITOL(6090-97-7)

Safety Data

• Hazardous Substances Data: 6090-97-7(Hazardous Substances Data)

Usage

General Description

1-D-4-O-methyl-myo-inositol, also known as D-chiro-inositol, is an important chemical compound in the human body and plays a crucial role in various biological processes. It is a member of the inositol family and is involved in insulin signaling, as well as glucose and lipid metabolism. D-chiro-inositol has been studied for its potential therapeutic effects in conditions such as polycystic ovary syndrome (PCOS) and diabetes, due to its ability to improve insulin sensitivity and regulation of glucose metabolism. This chemical is also used as a dietary supplement for its potential health benefits and has shown promise in the treatment of various metabolic disorders. Further research on its biological functions and potential therapeutic applications is ongoing.

Upstream product

• 87-89-8 D-myo-inositol 
• 77-78-1 dimethyl sulfate 
• 111392-30-4 1-O-allyl-4-O-methyl-myo-inositol 
• 18311-26-7 methyl 6-O-trityl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 85716-43-4 methyl 6-deoxy-6-iodo-2,3,4-tri-O-benzyl-α-D-glucopyranoside 
• 85716-44-5 methyl 2,3,4-tri-O-benzyl-α-d-xylo-hex-5-enopyranoside 
• 133218-74-3 4,5,6-tri-O-benzyl-1,2-anhydro-myo-inositol 
• 102997-58-0 (1R,2R,3S)-tris(phenylmethoxy)-6S-hydroxy-cyclohex-4-ene 
• 135267-00-4 1-O-Allyl-2,3,4-tri-O-benzyl-D-chiro-inositol 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 111392-29-1 (3aS,4S,4aS,7aS,8S,8aR)-4-Allyloxy-8-methoxy-2,2,6,6-tetramethyl-hexahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole 
• 111015-71-5 (1α,2α,5β,6Sb)-5,6-epoxy-3-cyclohexene-1,2-diol dibenzoate 

Downstream Products

• 54324-59-3 2,3,4,5,6-Penta-O-acetyl-1-O-methyl-myo-inositol 
• 17230-39-6 penta-O-acetyl-1-O-methyl-muco-inositol 
• 1158415-00-9 (1R,2R,3R,4S,5R,6R)-2,3,4,6-tetrakis(butanoyloxy)-5-methoxycyclohexyl butanoate 
• 42442-75-1 (1R,2R,3R,4S,5R,6R)-2,3,4,6-tetrakis(acetyloxy)-5-methoxycyclohexyl acetate 
• 14199-75-8 (1R,2S,3R,4R,5S,6S)-1-Methoxy-2,3,4,5,6-pentakis-trimethylsilanyloxy-cyclohexane 
• 87-89-8 D-myo-inositol 
• 488-54-0 D-chiro-inositol 
• 10284-63-6 pinitol 

Relevant articles and documents

Stereoselective oxidation of protected inositol derivatives catalyzed by inositol dehydrogenase from Bacillus subtilis

Inositol dehydrogenase (EC 1.1.1.18) from Bacillus subtilis is shown to have a nonpolar cavity adjacent to the active site, allowing racemic protected inositol derivatives such as 4-O-benzyl-myo-inositol to be recognized with very high apparent stereoselectivity.

Racemic 2,4-di-O-benzoyl-myo-inositol 1,3,5-orthoformate: A versatile intermediate for the preparation of myo-inositol phosphates

The versatility of racemic 2,4-di-O-benzoyl-myo-inositol 1,3,5- orthoformate as an intermediate for the preparation of protected myo- inositol derivatives is demonstrated. Procedures described provide simple access to several protected myo-inositol derivatives which are intermediates for the preparation of myo-inositol phosphates and racemic ononitol.

Total synthesis of (+)- and (-)-ononitol

A practical, five-step synthetic sequence for conversion of myo-inositol into enantiomerically pure (+)- and (-)-ononitols in 17% and 18% overall yield, respectively, has been developed.