(E)-N-[1-hydroxy-3-(pentylsulfanylmethylsulfinyl)propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide

Base Information

• Chemical Name: (E)-N-[1-hydroxy-3-(pentylsulfanylmethylsulfinyl)propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide
• CAS No.: 119410-37-6
• Molecular Formula: C₁₇H₂₇N₃O₅S₂
• Molecular Weight: 417.55
• DSSTox Substance ID: DTXSID70874972
• Mol file: 119410-37-6.mol

Synonyms:DTXSID70874972;119410-37-6

Chemical Property of (E)-N-[1-hydroxy-3-(pentylsulfanylmethylsulfinyl)propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 417.13921332
• Heavy Atom Count: 27
• Complexity: 634

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCSCS(=O)CC(CO)NC(=O)C=CC1=C(NC(=O)NC1=O)C
• Isomeric SMILES: CCCCCSCS(=O)CC(CO)NC(=O)/C=C/C1=C(NC(=O)NC1=O)C

Technology Process of (E)-N-[1-hydroxy-3-(pentylsulfanylmethylsulfinyl)propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide

There total 2 articles about (E)-N-[1-hydroxy-3-(pentylsulfanylmethylsulfinyl)propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide 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:

(SCRS)-N-(tert-butyloxycarbonyl)-S-oxo-S-<(n-pentylthio)methyl>cysteinol (121920-24-9) → (SCRS)-2-<(E)-β-(6-methyl-5-uracilyl)acrylamido>-3-<<(n-pentylthio)methyl>sulfinyl>propanol (119410-37-6,114991-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA

2: 1) ClCOOiBu, NEt₃

With triethylamine; trifluoroacetic acid; isobutyl chloroformate;

DOI:10.1021/jm00128a051

Reference yield:

(SCRS)-S-oxo-S-<(n-pentylthio)methyl>cysteinol (121920-29-4) + (E)-β-(2,4-Dioxo-6-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)acrylic acid (28277-67-0) → (SCRS)-2-<(E)-β-(6-methyl-5-uracilyl)acrylamido>-3-<<(n-pentylthio)methyl>sulfinyl>propanol (119410-37-6,114991-34-3)

Guidance literature:

With triethylamine; isobutyl chloroformate; Yield given. Multistep reaction;

DOI:10.1021/jm00128a051

upstream raw materials:

(S_CR_S)-S-oxo-S-<(n-pentylthio)methyl>cysteinol

(E)-β-(2,4-Dioxo-6-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)acrylic acid

(S_CR_S)-N-(tert-butyloxycarbonyl)-S-oxo-S-<(n-pentylthio)methyl>cysteinol