N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide

Base Information

• Chemical Name: N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide
• CAS No.: 554-44-9
• Molecular Formula: C15H22 N4 O2 S2
• Molecular Weight: 354.4908
• UNII: 83SWN21920
• Wikipedia: Allithiamine
• Wikidata: Q4732877
• Mol file: 554-44-9.mol

Synonyms:allithiamine;allithiamine hydrochloride

Chemical Property of N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.69E-14mmHg at 25°C
• Melting Point: 130 ～135℃
• Boiling Point: 584.3 °C at 760 mmHg
• PKA: 14.42±0.10(Predicted)
• Flash Point: 307.2 °C
• PSA: 110.66000
• Density: 1.276 g/cm³
• LogP: 2.28710
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 354.11841830
• Heavy Atom Count: 23
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

ALLITHIAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C(=N1)N)CN(C=O)C(=C(CCO)SSCC=C)C
• Isomeric SMILES: CC1=NC=C(C(=N1)N)CN(C=O)/C(=C(/CCO)\SSCC=C)/C
• Uses: Allithiamine is a lipid-soluble form of vitamin B1 which was discovered in garlic (Allium sativum) along with its homolog prosultiamine. Allithiamine alleviates hyperglycemia-induced endothelial dysfunction.

Technology Process of N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide

There total 5 articles about N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-[(Z)-5-hydroxy-3-(prop-2-enyldisulfanyl)pent-2-en-2-yl]formamide 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:

Thiamine hydrochloride (67-03-8,70732-86-4) → N-(2-allyldisulfanyl-4-hydroxy-1-methyl-but-1-en-t-yl)-N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-formamide (554-44-9)

Guidance literature:

mit einem aethanol.Extrakt aus Allium sativum und wss.NaOH;

Reference yield:

allicin (539-86-6) + Thiamine hydrochloride (67-03-8,70732-86-4) → N-(2-allyldisulfanyl-4-hydroxy-1-methyl-but-1-en-t-yl)-N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-formamide (554-44-9)

Guidance literature:

With sodium hydroxide; ethanol; water; bei pH 8;

Reference yield:

Thiamine hydrochloride (67-03-8,70732-86-4) + S‐allyl‐L‐cysteine sulfoxide (17795-27-6) → N-(2-allyldisulfanyl-4-hydroxy-1-methyl-but-1-en-t-yl)-N-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-formamide (554-44-9)

Guidance literature:

With alliinase;

upstream raw materials:

allicin

Thiamine hydrochloride

ethanethiosulfonic acid S-allyl ester

S‐allyl‐L‐cysteine sulfoxide