1-Deoxy-1-(p-toluidino)-D-fructose

Base Information

• Chemical Name: 1-Deoxy-1-(p-toluidino)-D-fructose
• CAS No.: 5469-72-7
• Molecular Formula: C13H19 N O5
• Molecular Weight: 269.298
• Hs Code.: 2922509090
• UNII: U4SLS362Q4
• Nikkaji Number: J928.561J
• Mol file: 5469-72-7.mol

Synonyms:NSC-25276;SCHEMBL5852846;U4SLS362Q4;1-Deoxy-1-(p-toluidino)-D-fructose;Fructose, 1-deoxy-1-p-toluidino-, D-;1-Deoxy-1-[(4-methylphenyl)amino]-D-fructose;D-Fructose, 1-deoxy-1-[(4-methylphenyl)amino]-

Chemical Property of 1-Deoxy-1-(p-toluidino)-D-fructose

Chemical Property:

• Vapor Pressure: 6.91E-15mmHg at 25°C
• Boiling Point: 592.5°Cat760mmHg
• Flash Point: 312.2°C
• PSA: 110.02000
• Density: 1.374g/cm³
• LogP: -0.87600
• XLogP3: 0
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 269.12632271
• Heavy Atom Count: 19
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NCC(=O)C(C(C(CO)O)O)O
• Isomeric SMILES: CC1=CC=C(C=C1)NCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O

Technology Process of 1-Deoxy-1-(p-toluidino)-D-fructose

There total 7 articles about 1-Deoxy-1-(p-toluidino)-D-fructose 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: 70.0%

D-glucose (50-99-7,59-23-4,921-60-8,1949-88-8,1990-29-0,2152-76-3,2595-97-3,2595-98-4,3458-28-4,4205-23-6,5934-56-5,5978-95-0,5987-68-8,6027-89-0,6038-51-3,7635-11-2,10030-80-5,15572-79-9,19163-87-2,23567-25-1,26566-61-0,30077-17-9,31103-86-3,39665-52-6,40866-07-7,58367-01-4,58407-05-9,58407-06-0,83198-69-0,83198-70-3,83198-71-4,93780-23-5,145920-48-5) + p-toluidine (106-49-0,12221-03-3) → 1-deoxy-1-p-toluidino-D-fructose (5469-72-7)

Guidance literature:

With acetic acid; In ethanol; for 0.5h; Heating;

Reference yield:

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-p-tolylamino-tetrahydro-pyran-3,4,5-triol (3228-62-4) → 1-deoxy-1-p-toluidino-D-fructose (5469-72-7)

Guidance literature:

With -base;

Reference yield:

methanol (67-56-1) + (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-p-tolylamino-tetrahydro-pyran-3,4,5-triol (3228-62-4) → 1-deoxy-1-p-toluidino-D-fructose (5469-72-7)

Guidance literature:

at 100 ℃; Geschwindigkeit; unter Zusatz von Phenolen, Carbonsaeuren und deren Salzen;

DOI:10.1021/ja01550a068

upstream raw materials:

pyridine

(2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-p-tolylamino-tetrahydro-pyran-3,4,5-triol

acetic acid

methanol

Downstream raw materials:

2-methyl-4-(D_r-1t_F,2c_F,3r_F,4-tetrahydroxy-but-cat_F-yl)-1-p-tolyl-pyrrole-3-carboxylic acid ethyl ester

1-[2-methyl-4-(D_r-1t_F,2c_F,3r_F,4-tetrahydroxy-but-cat_F-yl)-1-p-tolyl-pyrrol-3-yl]-ethanone

4-Nitro-3-(D-arabino-tetritol-1-yl)-1-p-tolylpyrrole

1-(4-methylphenyl)-1H-pyrrole

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