3,4-Xylidino-D-ribitol

Base Information

• Chemical Name: 3,4-Xylidino-D-ribitol
• CAS No.: 3051-94-3
• Molecular Formula: C13H21 N O4
• Molecular Weight: 255.314
• Hs Code.: 2922199090
• European Community (EC) Number: 221-270-8
• NSC Number: 122032,41823,19654
• DSSTox Substance ID: DTXSID70952825
• ChEMBL ID: CHEMBL1446368
• Mol file: 3051-94-3.mol

Synonyms:1-deoxy-1-[(3,4-dimethylphenyl)amino]pentitol;NSC 19654;NSC 122032;3,4-Xylidino-D-ribitol;EINECS 221-270-8;Cambridge id 5192890;5-(3,4-dimethylanilino)pentane-1,2,3,4-tetrol;Oprea1_794362;CBDivE_004285;MLS000060902;CHEMBL1446368;DTXSID70952825;HMS1577N20;HMS2413L14;NSC19654;NSC41823;NSC-19654;NSC-41823;NSC122032;STL524747;AKOS001592684;NSC-122032;NCGC00056185-02;SMR000069130;1-Deoxy-1-(3,4-dimethylanilino)pentitol;FT-0665794;SR-01000391991;J-017995;SR-01000391991-1

Chemical Property of 3,4-Xylidino-D-ribitol

Chemical Property:

• Vapor Pressure: 2.71E-12mmHg at 25°C
• Melting Point: 135-140 °C (dec.)
• Boiling Point: 535.4°Cat760mmHg
• PKA: 13.55±0.20(Predicted)
• Flash Point: 219.8°C
• PSA: 92.95000
• Density: 1.285g/cm³
• LogP: -0.13670
• Storage Temp.: 2-8°C
• Solubility.: Methanol
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 255.14705815
• Heavy Atom Count: 18
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

1-Deoxy-1-[(3,4-dimethylphenyl)amino]-D-ribitol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)NCC(C(C(CO)O)O)O)C

Technology Process of 3,4-Xylidino-D-ribitol

There total 28 articles about 3,4-Xylidino-D-ribitol 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: 96.0%

(2S,3S,4R)-N-(3',4'-dimethylphenyl)-1-amino-2,3-bis(t-butyldimethylsilyloxy)-pentane-4,5-diol (130543-48-5,130610-29-6) → 3,4-dimethyl-N-ribitylaniline (3051-94-3)

Guidance literature:

With amberlyst-15 resin; In methanol; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85595-2

Reference yield: 93.0%

D-ribose (50-69-1) + 4-amino-o-xylene (95-64-7) → 3,4-dimethyl-N-ribitylaniline (3051-94-3)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 72h; Reflux;

DOI:10.1002/ejoc.200800504

Reference yield: 75.0%

3,4-xylidino-D-ribofuranoside (111619-05-7) → 3,4-dimethyl-N-ribitylaniline (3051-94-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In N,N-dimethyl-formamide; for 1h; under 3102.9 Torr;

upstream raw materials:

D-ribonic acid-(3.4-dimethyl-anilide)

L-ribo-5-(3.4-dimethyl-anilino)-1.2.3.4-tetraacetoxy-pentane

D-ribose

4-amino-o-xylene

Downstream raw materials:

N-<3,4-dimethyl-6-(phenylazo)phenyl>-D-ribitylamine

N-<3,4-dimethyl-2-(phenylazo)phenyl>-D-ribitylamine

1-[6-(4-nitro-phenylazo)-3.4-dimethyl-anilino]-1-deoxy-L-arabitol

4-(4,5-dimethyl-2-D-ribitol-1-yl-phenylazo)-benzoic acid

Refernces

• 1、 van Schie,Younes,Rauch,Pesic,Paul,Arends,Hollmann. "Deazaflavins as photocatalysts for the direct reductive regeneration of flavoenzymes". . p. 277 - 283. Retrieved 2018/05/04.
• 2、 Adak, Sanjoy,Begley, Tadhg P.. "Dibenzothiophene Catabolism Proceeds via a Flavin-N5-oxide Intermediate". supporting information. p. 6424 - 6426. Retrieved 2016/06/09.