Thiomyristoyl

Base Information

• Chemical Name: Thiomyristoyl
• CAS No.: 1429749-41-6
• Molecular Formula: C₃₄H₅₁N₃O₃S
• Molecular Weight: 581.863
• Mol file: 1429749-41-6.mol

Synonyms:

Chemical Property of Thiomyristoyl

Chemical Property:

• PKA: 11.20±0.46(Predicted)
• Density: 1.077±0.06 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

N-?[(1S)?-?1-?[(Phenylamino)?carbonyl]?-?5-?[(1-?thioxotetradecyl)?amino]?pentyl]?-carbamicAcidPhenylmethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-?[(1S)?-?1-?[(Phenylamino)?carbonyl]?-?5-?[(1-?thioxotetradecyl)?amino]?pentyl]?-carbamic Acid Phenylmethyl Ester is a potent and specific SIRT2 inhibitor. It exhibits a broad anticancer effect in various human cancer cells and mouse models of breast cancer.

Technology Process of Thiomyristoyl

There total 3 articles about Thiomyristoyl 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: 80.0%

5-tert-butoxycarbonylamino-1-phenylcarbamoylpentylamine (790999-53-0) + 2-oxopentadecanoic acid (92857-44-8) → benzyl (S)-(1-oxo-1-(phenylamino)-6-tetradecanethioamidohexan-2-yl)carbamate (1429749-41-6)

Guidance literature:

With sulfur; N-ethyl-N,N-diisopropylamine; 1-dodecylthiol; In N,N-dimethyl-formamide; at 20 ℃; for 2h; chemoselective reaction; Sealed tube;

DOI:10.1021/jacs.0c03256

Reference yield:

n-tetradecanoic acid (544-63-8) → benzyl (S)-(1-oxo-1-(phenylamino)-6-tetradecanethioamidohexan-2-yl)carbamate (1429749-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2.17 h / 0 °C / Inert atmosphere

2: oxone / tetrahydrofuran; water / 2.17 h / 0 °C

3: sulfur; N-ethyl-N,N-diisopropylamine; 1-dodecylthiol / N,N-dimethyl-formamide / 2 h / 20 °C / Sealed tube

With sulfur; oxone; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 1-dodecylthiol; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jacs.0c03256

Reference yield:

C18H33NOS → benzyl (S)-(1-oxo-1-(phenylamino)-6-tetradecanethioamidohexan-2-yl)carbamate (1429749-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: oxone / tetrahydrofuran; water / 2.17 h / 0 °C

2: sulfur; N-ethyl-N,N-diisopropylamine; 1-dodecylthiol / N,N-dimethyl-formamide / 2 h / 20 °C / Sealed tube

With sulfur; oxone; N-ethyl-N,N-diisopropylamine; 1-dodecylthiol; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jacs.0c03256

upstream raw materials:

5-tert-butoxycarbonylamino-1-phenylcarbamoylpentylamine

2-oxopentadecanoic acid

n-tetradecanoic acid

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