2-(hydroxymethyl)-6-[(5E,6E)-2,3,4-trihydroxy-5,6-bis(phenylhydrazinylidene)hexoxy]oxane-3,4,5-triol

Base Information

• Chemical Name: 2-(hydroxymethyl)-6-[(5E,6E)-2,3,4-trihydroxy-5,6-bis(phenylhydrazinylidene)hexoxy]oxane-3,4,5-triol
• CAS No.: 4746-18-3
• Molecular Formula: C₂₄H₃₂N₄O₉
• Molecular Weight: 520.539
• NSC Number: 405946,405944
• ChEMBL ID: CHEMBL1975868

Synonyms:NSC405946;4746-18-3;CHEMBL1975868;NSC405944;NSC-405944;NSC-405946;7599-18-0

Chemical Property of 2-(hydroxymethyl)-6-[(5E,6E)-2,3,4-trihydroxy-5,6-bis(phenylhydrazinylidene)hexoxy]oxane-3,4,5-triol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 843.8°Cat760mmHg
• Flash Point: 464.1°C
• PSA: 208.85000
• Density: 1.5g/cm³
• LogP: -1.40240
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 12
• Exact Mass: 520.21692861
• Heavy Atom Count: 37
• Complexity: 718

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NN=CC(=NNC2=CC=CC=C2)C(C(C(COC3C(C(C(C(O3)CO)O)O)O)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)N/N=C/C(=N\NC2=CC=CC=C2)/C(C(C(COC3C(C(C(C(O3)CO)O)O)O)O)O)O

Technology Process of 2-(hydroxymethyl)-6-[(5E,6E)-2,3,4-trihydroxy-5,6-bis(phenylhydrazinylidene)hexoxy]oxane-3,4,5-triol

There total 14 articles about 2-(hydroxymethyl)-6-[(5E,6E)-2,3,4-trihydroxy-5,6-bis(phenylhydrazinylidene)hexoxy]oxane-3,4,5-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: 92.0%

Isomaltulose (497-84-7,15132-06-6,58166-27-1,13718-94-0) + phenylhydrazine (100-63-0) → isomaltulose phenylosazone (4746-18-3,7599-18-0,7702-86-5,97153-69-0)

Guidance literature:

In acetic acid; at 100 ℃; for 2h;

DOI:10.1016/S0008-6215(98)00137-2

Reference yield:

phenylhydrazine hydrochloride (59-88-1) → O6-β-D-galactopyranosyl-D-arabino-[2]hexosulose-bis-phenylhydrazone (4746-18-3,7599-18-0,7702-86-5,97153-69-0)

Guidance literature:

With water; sodium acetate;

DOI:10.1021/ja01534a033

Reference yield:

phenylhydrazine (100-63-0) → O6-α-D-glucopyranosyl-D-arabino-[2]hexosulose-bis-phenylhydrazone (4746-18-3,7599-18-0,7702-86-5,97153-69-0)

Guidance literature:

With water; sodium acetate;

DOI:10.1021/ja01649a067

upstream raw materials:

6-O-β-galactopyranosyl-D-galactose

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

phenylhydrazine hydrochloride

Downstream raw materials:

D-(1R)-O⁴-β-D-glucopyranosyl-1-(2-phenyl-2H-[1,2,3]triazol-4-yl)-erythritol

D-(1R)-O⁴-α-D-glucopyranosyl-1-(2-phenyl-2H-[1,2,3]triazol-4-yl)-erythritol

L_r-3c_F-α-D-galactopyranosyloxy-4cat_F-4-(2-phenyl-2H-[1,2,3]triazol-4-yl)-butane-1,2r_F,4t_F-triol

Acetic acid (2S,3R,4S,5R,6R)-3,5-diacetoxy-2-{(S)-2-acetoxy-2-[5-(acetyl-phenyl-hydrazonomethyl)-2-phenyl-2H-pyrazol-3-yl]-ethoxy}-6-acetoxymethyl-tetrahydro-pyran-4-yl ester

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