25-Deacetoxy-25-hydroxyrifamycin S

Base Information

• Chemical Name: 25-Deacetoxy-25-hydroxyrifamycin S
• CAS No.: 17555-51-0
• Molecular Formula: C35H43 N O11
• Molecular Weight: 653.71602
• Mol file: 17555-51-0.mol

Synonyms:25-deacetoxy-25-epi-hydroxyrifamycin S;25-deacetoxy-25-hydroxyrifamycin S;25-DEHR

Chemical Property of 25-Deacetoxy-25-hydroxyrifamycin S

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 924.9°Cat760mmHg
• Flash Point: 513.2°C
• PSA: 192.41000
• Density: 1.35g/cm³
• LogP: 3.33540
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 1
• Exact Mass: 653.28361119
• Heavy Atom Count: 47
• Complexity: 1370

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C=CC=C(C(=O)NC2=CC(=O)C3=C(C2=O)C(=C(C4=C3C(=O)C(O4)(OC=CC(C(C(C(C(C(C1O)C)O)C)O)C)OC)C)C)O)C
• Isomeric SMILES: CC1/C=C/C=C(/C(=O)NC2=CC(=O)C3=C(C2=O)C(=C(C4=C3C(=O)C(O4)(O/C=C/C(C(C(C(C(C(C1O)C)O)C)O)C)OC)C)C)O)\C

Technology Process of 25-Deacetoxy-25-hydroxyrifamycin S

There total 2 articles about 25-Deacetoxy-25-hydroxyrifamycin S 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:

rifamycin S (62623-68-1,76188-88-0,81203-58-9,101978-28-3,13553-79-2) → Desacetyl-rifamycin S (17555-51-0,86851-41-4,96789-07-0)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1002/hlca.19730560719

Reference yield:

rifamycin S (62623-68-1,76188-88-0,81203-58-9,101978-28-3,13553-79-2) + acetone (67-64-1) → Desacetyl-rifamycin S (17555-51-0,86851-41-4,96789-07-0) + O21,O23-isopropylidene-O25-deacetyl-O1,O4-didehydro-rifamycin (51757-15-4) + O21,O23-isopropylidene-O1,O4-didehydro-rifamycin (51757-14-3)

Guidance literature:

rifamycin S; acetone; With dimethoxypropane; sulfuric acid; sodium carbonate; at 20 ℃; for 0.833333h;

With sodium hydroxide; In methanol; at 20 ℃; for 18h;

With citric acid; pH=4;

Reference yield: 82.0%

sodium 4-methylbenzenesulfinate (824-79-3) + 25-O-desacetylrifamicin S (17555-51-0) → C42H50NO13S(1-)*Na(1+)

Guidance literature:

With dimethyl sulfoxide; In water; for 3h; Ambient temperature;

DOI:10.1246/bcsj.61.2425

upstream raw materials:

rifamycin S

acetone

Downstream raw materials:

O²³,O²⁵-isopropylidene-O²⁵-deacetyl-O¹,O⁴-didehydro-rifamycin

O²³,O²⁵-isopropylidene-21-oxo-O²⁵-deacetyl-O¹,O⁴-didehydro-21-deoxy-rifamycin