6763-47-9

Basic information

• Product Name: 1,2-O-Cyclohexylidene-myo-inositol
• Synonyms: (3aR,4S,5R,6R,7S,7aS)-Hexahydrospiro[1,3-benzodioxole-2,1'-cyclohexane]-4,5,6,7-tetrol;1,2-O-Cyclohexylidene-DL-Myo-inositol;NSC 156930
• CAS NO: 6763-47-9
• Molecular Formula: C₁₂H₂₀O₆
• Molecular Weight: 260.284
• Product Categories: All Inositols;Inositols
• Mol File: 6763-47-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 176-178°C
• Boiling Point: 466.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.46±0.1 g/cm3(Predicted)
• Storage Temp.: -20?C Freezer
• PKA: 12.87±0.70(Predicted)
• CAS DataBase Reference: 1,2-O-Cyclohexylidene-myo-inositol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-O-Cyclohexylidene-myo-inositol(6763-47-9)
• EPA Substance Registry System: 1,2-O-Cyclohexylidene-myo-inositol(6763-47-9)

Safety Data

• Hazardous Substances Data: 6763-47-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Powder

Uses

1,2-O-Cyclohexylidene myo-Inositol (cas# 6763-47-9) is a compound useful in organic synthesis.

Upstream product

• 933-40-4 cycloxexanone dimethyl ketal 
• 87-89-8 D-myo-inositol 
• 34361-60-9 1,2:4,5-dicyclohexylidene-myo-inositol 
• 108-94-1 cyclohexanone 
• 1122-84-5 1-ethoxycyclohexene 
• 1670-47-9 1,1-diethoxycyclohexane 

Downstream Products

• 13462-79-8 1⁽³⁾,4⁽⁶⁾,5,6⁽⁴⁾-tetra-O-acetyl-sn-myo-inositol 
• 22132-86-1 meso-2,3,4,5,6-O-pentabenzyl-scyllo-inositol 
• 5160-25-8 1,3,4,5,6-Penta-O-acetyl-2-O-methansulfonyl-myo-inosit 
• 52389-41-0 1(3),3(1),4(6),5,6(4)-penta-O-acetyl-sn-myoinositol 
• 39110-61-7 3,4,5,6-tetra-O-acetyl-1,2-O-cyclohexylidene-myo-inositol 
• 130277-51-9 DL,(6E)-1,2,3,4,5-Penta-O-benzyl-6-(methoxymethylidene)cyclohexane-1,2,4/3,5-pentol 
• 130277-51-9 DL,(6Z)-1,2,3,4,5-Penta-O-benzyl-6-(methoxymethylidene)cyclohexane-1,2,4/3,5-pentol 
• 130277-53-1 DL-3,4,5,6-Tetra-O-benzyl-3,5/4,6-tetrahydroxycyclohex-1-ene-1-methanol 
• 130277-53-1 DL-3,4,5,6-Tetra-O-benzyl-3,5,6/4-tetrahydroxycyclohex-1-ene-1-methanol 
• 130277-52-0 DL-3,4,5,6-Tetra-O-benzyl-3,5/4,6-tetrahydroxycyclohex-1-ene-1-carboxaldehyde 
• 130277-52-0 DL-3,4,5,6-Tetra-O-benzyl-3,5,6/4-tetrahydroxycyclohex-1-ene-1-carboxaldehyde 
• 130277-55-3 methyl Hexadecanoate 
• 130277-55-3 methyl Hexadecanoate 
• 112314-16-6 DL-(1,3/2,4,5)-5-Methylcyclohexane-1,2,3,4-tetrol 

Relevant articles and documents

Inositol tetrakisphosphate from chicken eggshell

Unlike our previous study that identified D-myo-inositol 4,5-bisphosphate (Ins(4,5)P2, 1) from ostrich eggshell, the compound myo-inositol 1,4,5,6-tetrakisphosphate (Ins(1,4,5,6)P4, 2) was isolated as an almost racemic mixture from t

Efficient regioselective protection of myo-inositol via facile protecting group migration

A cis-1,2-cyclohexanediol, 1,4,5,6-tetra-O-benzyl-myo-inositol, was selectively protected at the axial C2-hydroxyl via acid-mediated rearrangement of the corresponding 1,2-orthoacetate, or via the base-induced migration of a protecting group that had previously been easily installed with complete regioselectivity at the adjacent equatorial hydroxyl. Esters 4a-6a were synthesized in high yields (75-82%) while sulfonate 7a and silyl ether 8a were obtained in 85 and 31% yields, respectively. The migration of the esters induced by DBU results in equilibrium between regioisomers favouring the C2 protected isomer, but NaH induced migration of sulfonyl and silyl groups results in complete migration from equatorial to axial hydroxyl groups.

Syntheses of penta-O-benzyl-myo-inositols, O-β-L-arabinosyl-(1 → 2)sn-myo-inositol, O-α-D-galactosyl-(1 → 3)-sn-myo-inositol, and O-α-D-galactosyl-(1 → 6)-O-α-D-galactosyl-(1 → 3)-sn-myo-inositol

Two-step conversions of myo-inositol into (±)-2,3,4,5,6- and 1,3,4,5,6-penta-O-benzyl-myo-inositols are described. Starting from these monohydroxy derivatives of myo-inositol, O-β-L-arabinopyranosyl-(1→2)-sn-myo-inositol from Japanese green tea, Camellia sinensis, and O-α-D-galactopyranosyl-(1→3)-sn-myo-inositol (galactinol) as well as its homolog, O-α-D-galactopyranosyl-(1→6(II))-galactinol, were synthesized by way of the in situ activating glycosylation procedure.