Tylactone

Base Information

• Chemical Name: Tylactone
• CAS No.: 74758-60-4
• Molecular Formula: C23H38 O5
• Molecular Weight: 394.552
• Wikidata: Q27104080
• Metabolomics Workbench ID: 70789
• Mol file: 74758-60-4.mol

Synonyms:20-deoxo-12,13-desepoxy-12,13-dehydrorosaranolide;20-DSDR;protylonolide;tylactone

Chemical Property of Tylactone

Chemical Property:

• Vapor Pressure: 1.58E-15mmHg at 25°C
• Boiling Point: 573.3°C at 760 mmHg
• Flash Point: 189.4°C
• PSA: 83.83000
• Density: 0.982g/cm³
• LogP: 3.82990
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 394.27192431
• Heavy Atom Count: 28
• Complexity: 580

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CC(C(=O)C=CC(=CC(C(OC(=O)CC(C(C1O)C)O)CC)C)C)C
• Isomeric SMILES: CC[C@H]1C[C@H](C(=O)/C=C/C(=C/[C@@H]([C@H](OC(=O)C[C@H]([C@@H]([C@H]1O)C)O)CC)C)/C)C

Technology Process of Tylactone

There total 26 articles about Tylactone 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: 69.0%

3-((2-acetamidoethyl)thio)-3-oxopropanoic acid (40950-55-8) + C24H34O3S + 3-((2-acetamidoethyl)thio)-2-methyl-3-oxopropanoic acid → protylonolide (74758-60-4)

Guidance literature:

With glucose-6-phosphate dehydrogenase; glucose-6-phosphate; nicotinamide adenine dinucleotide phosphate; In aq. phosphate buffer; water; at 30 ℃; for 2.3h; pH=7.2; Enzymatic reaction;

DOI:10.1021/jacs.7b02875

Reference yield:

C24H34O3S → protylonolide (74758-60-4)

Guidance literature:

With juvenimicin thioesterase modified juvenimicin module 5; Enzymatic reaction;

DOI:10.1002/ange.202004991

Reference yield:

ethyl <α-methyl-13C>-(2R,3R)-2-methyl-3-hydroxy-pentanoate (144450-38-4) → protylonolide (74758-60-4)

Guidance literature:

biosynthesis;

DOI:10.1021/ja00238a050

upstream raw materials:

ethyl <α-methyl-13C>-(2R,3R)-2-methyl-3-hydroxy-pentanoate

C₉⁽¹³⁾CH₁₉NO₃S

(S)-4-benzyl-3-((4S,5R,E)-5-(tert-butyldimethylsilyloxy)-2,4-dimethylhept-2-enoyl)oxazolidin-2-one

(4S,5R,E)-5-(tert-butyldimethylsilyloxy)-2,4-dimethylhept-2-enal

Downstream raw materials:

15-[[(6-deoxy-2,6-di-O-methyl-β-D-allopyranosyl)-oxy]methyl]-6-[[3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-α-L-ribo-hexapyranosyl)-3-(dimethylamino)-β-D-glucopyranosyl]oxy]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-oxo-oxocyclo-hexadeca-11,13-diene-7...

5-O-mycaminosyl tylactone

5-O-α-L-rhamnosyltylactone

5-O-α-L-mycarosyltylactone