(9Z,21Z,23Z)-2,19-dihydroxy-11-methoxy-3,7,12,15,15,18,20,24,32-nonamethyl-8,14,16,33-tetraoxa-26-azapentacyclo[25.3.1.14,7.113,17.05,30]tritriaconta-1(30),2,4,9,21,23,27-heptaene-6,25,29,31-tetrone

Base Information

• Chemical Name: (9Z,21Z,23Z)-2,19-dihydroxy-11-methoxy-3,7,12,15,15,18,20,24,32-nonamethyl-8,14,16,33-tetraoxa-26-azapentacyclo[25.3.1.14,7.113,17.05,30]tritriaconta-1(30),2,4,9,21,23,27-heptaene-6,25,29,31-tetrone
• CAS No.: 51757-16-5
• Molecular Formula: C₃₈H₄₇NO₁₁
• Molecular Weight: 693.791
• Mol file: 51757-16-5.mol

Synonyms:51757-16-5;NSC 267233;NSC267233;dihydroxy-methoxy-nonamethyl-[?]tetrone;(9Z,21Z,23Z)-2,19-DIHYDROXY-11-METHOXY-3,7,12,15,15,18,20,24,32-NONAMETHYL-8,14,16,33-TETRAOXA-26-AZAPENTACYCLO[25.3.1.1~4,7~.1~13,17~.0~5,30~]TRITRIACONTA-1(30),2,4,9,21,23,27-HEPTAENE-6,25,29,31-TETRONE

Chemical Property of (9Z,21Z,23Z)-2,19-dihydroxy-11-methoxy-3,7,12,15,15,18,20,24,32-nonamethyl-8,14,16,33-tetraoxa-26-azapentacyclo[25.3.1.14,7.113,17.05,30]tritriaconta-1(30),2,4,9,21,23,27-heptaene-6,25,29,31-tetrone

Chemical Property:

• Vapor Pressure: 4.6E-35mmHg at 25°C
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 1
• Exact Mass: 693.31491132
• Heavy Atom Count: 50
• Complexity: 1500

Purity/Quality:

85.0-99.8% ^*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(C5C(C(C(C1O)C)OC(O5)(C)C)C)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(C5C(C(C(C1O)C)OC(O5)(C)C)C)C)OC)C)C)O)\C

Technology Process of (9Z,21Z,23Z)-2,19-dihydroxy-11-methoxy-3,7,12,15,15,18,20,24,32-nonamethyl-8,14,16,33-tetraoxa-26-azapentacyclo[25.3.1.14,7.113,17.05,30]tritriaconta-1(30),2,4,9,21,23,27-heptaene-6,25,29,31-tetrone

There total 2 articles about (9Z,21Z,23Z)-2,19-dihydroxy-11-methoxy-3,7,12,15,15,18,20,24,32-nonamethyl-8,14,16,33-tetraoxa-26-azapentacyclo[25.3.1.14,7.113,17.05,30]tritriaconta-1(30),2,4,9,21,23,27-heptaene-6,25,29,31-tetrone 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) → O23,O25-isopropylidene-O25-deacetyl-O1,O4-didehydro-rifamycin (51757-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / dioxane

2: CuSO₄

With sodium hydroxide; copper(II) sulfate; In 1,4-dioxane;

DOI:10.1002/hlca.19730560719

Reference yield:

Desacetyl-rifamycin S (17555-51-0,86851-41-4,96789-07-0) + acetone (67-64-1) → O23,O25-isopropylidene-O25-deacetyl-O1,O4-didehydro-rifamycin (51757-16-5)

Guidance literature:

With copper(II) sulfate;

DOI:10.1002/hlca.19730560719

Reference yield:

O23,O25-isopropylidene-O25-deacetyl-O1,O4-didehydro-rifamycin (51757-16-5) → O23,O25-isopropylidene-21-oxo-O25-deacetyl-O1,O4-didehydro-21-deoxy-rifamycin (51757-21-2)

Guidance literature:

With pyridine; chromium(VI) oxide; In dichloromethane;

DOI:10.1002/hlca.19730560719

upstream raw materials:

Desacetyl-rifamycin S

acetone

rifamycin S

Downstream raw materials:

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