Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))-

Base Information

• Chemical Name: Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))-
• CAS No.: 101627-57-0
• Molecular Formula: C₃₂H₅₃NO₁₀
• Molecular Weight: 611.774
• Mol file: 101627-57-0.mol

Synonyms:101512-88-3;101627-57-0;Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))-;Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(S))-;LS-158223;LS-158224

Chemical Property of Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))-

Chemical Property:

• Vapor Pressure: 9.37E-30mmHg at 25°C
• Boiling Point: 802°Cat760mmHg
• Flash Point: 438.8°C
• PSA: 163.06000
• Density: 1.19g/cm³
• LogP: 1.79090
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 611.36694689
• Heavy Atom Count: 43
• Complexity: 983

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(C=C(C=CC(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)O)N(C)C)O)CC=O)C)C)C(C)O
• Isomeric SMILES: CCC1C(/C=C(/C=C\C(=O)C(CC(C(C(C(CC(=O)O1)O)C)OC2C(C(C(C(O2)C)O)N(C)C)O)CC=O)C)\C)C(C)O

Technology Process of Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))-

There total 3 articles about Tylonolide, 14-de(hydroxymethyl)-5-O-(3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyl)-14-(1-hydroxyethyl)-, (14(R))- 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:

(23R)-2',4'-di-O-acetyl-3-O-t-butyldimethylsilyl-23-C-methylmycaminosyl tylonolide diethyl acetal → 5-O-mycaminosyl tylonolide (61257-02-1) + (23R)-23-C-methylmycaminosyl tylonolide (101512-88-3,101627-57-0)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 37 ℃;

DOI:10.1246/bcsj.60.355

Reference yield:

C42H77NO11Si → (23S)-23-C-methylmycaminosyl tylonolide (101512-88-3,101627-57-0)

Guidance literature:

With hydrogenchloride; In acetonitrile; at 37 ℃;

DOI:10.1246/bcsj.60.355

Reference yield:

(23S)-2',4'-di-O-acetyl-3-O-t-butyldimethylsilyl-23-C-methylmycaminosyl tylonolide diethyl acetal → (23S)-23-C-methylmycaminosyl tylonolide (101512-88-3,101627-57-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 50 °C

2: 121 mg / HCl / acetonitrile / 37 °C

With hydrogenchloride; In methanol; acetonitrile;

DOI:10.1246/bcsj.60.355