[(9E,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,27,29-trioxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(28),2,4,9,19,21,23,25,30-nonaen-13-yl] acetate

Base Information

• Chemical Name: [(9E,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,27,29-trioxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(28),2,4,9,19,21,23,25,30-nonaen-13-yl] acetate
• CAS No.: 62921-38-4
• Molecular Formula: C₃₈H₄₄N₂O₁₁
• Molecular Weight: 704.774
• NSC Number: 269425
• Mol file: 62921-38-4.mol

Synonyms:NSC269425;62921-38-4;NSC-269425

Chemical Property of [(9E,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,27,29-trioxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(28),2,4,9,19,21,23,25,30-nonaen-13-yl] acetate

Chemical Property:

• Vapor Pressure: 4.8E-28mmHg at 25°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 3
• Exact Mass: 704.29451022
• Heavy Atom Count: 51
• Complexity: 1450

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C=CC=C(C2=NC=C3C(=N2)C(=O)C4=C(C3=O)C5=C(C(=C4O)C)OC(C5=O)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C
• Isomeric SMILES: CC1/C=C/C=C(\C2=NC=C3C(=N2)C(=O)C4=C(C3=O)C5=C(C(=C4O)C)OC(C5=O)(O/C=C/C(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)/C

Technology Process of [(9E,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,27,29-trioxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(28),2,4,9,19,21,23,25,30-nonaen-13-yl] acetate

There total 4 articles about [(9E,19E,21Z)-2,15,17-trihydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,27,29-trioxo-8,32-dioxa-24,31-diazapentacyclo[21.5.3.14,7.05,28.026,30]dotriaconta-1(28),2,4,9,19,21,23,25,30-nonaen-13-yl] acetate 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:

(12S,110Ξ,3E,5S,13E,15Z)-7t-acetoxy-15,6,10,11,9c,11t-hexahydroxy-5r-methoxy-12,4,6t,8c,10c,12t,16-heptamethyl-19,10-dihydro-2-oxa-1(2,8)-furo[2',3':5,6]benzo[1,2-g]quinazolina-cyclohexadecaphane-3,13,15-trien-11-one (63624-38-4) → (12S,3E,5S,13E,15Z)-7t-acetoxy-15,9c,11t-trihydroxy-5r-methoxy-12,4,6t,8c,10c,12t,16-heptamethyl-2-oxa-1(2,8)-furo[2',3':5,6]benzo[1,2-g]quinazolina-cyclohexadecaphane-3,13,15-triene-11,6,11-trione (62921-38-4)

Guidance literature:

With potassium hexacyanoferrate(III); In chloroform; water;

DOI:10.1021/jm00220a009

Reference yield:

3-formylrifamycin SV (13292-22-3) → (12S,3E,5S,13E,15Z)-7t-acetoxy-15,9c,11t-trihydroxy-5r-methoxy-12,4,6t,8c,10c,12t,16-heptamethyl-2-oxa-1(2,8)-furo[2',3':5,6]benzo[1,2-g]quinazolina-cyclohexadecaphane-3,13,15-triene-11,6,11-trione (62921-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NH₃, NH₄Cl, NaBH₃CN / methanol

2: MnO₂ / methanol / Heating

3: K₃ / CHCl₃; H₂O

With manganese(IV) oxide; ammonia; sodium cyanoborohydride; ammonium chloride; potassium hexacyanoferrate(III); In methanol; chloroform; water;

DOI:10.1021/jm00220a009

Reference yield:

N,13-Didehydro-15-deoxo-3,15-epirifamycin sv (62921-34-0) → (12S,3E,5S,13E,15Z)-7t-acetoxy-15,9c,11t-trihydroxy-5r-methoxy-12,4,6t,8c,10c,12t,16-heptamethyl-2-oxa-1(2,8)-furo[2',3':5,6]benzo[1,2-g]quinazolina-cyclohexadecaphane-3,13,15-triene-11,6,11-trione (62921-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂ / methanol / Heating

2: K₃ / CHCl₃; H₂O

With manganese(IV) oxide; potassium hexacyanoferrate(III); In methanol; chloroform; water;

DOI:10.1021/jm00220a009

upstream raw materials:

(1²S,1¹⁰Ξ,3E,5S,13E,15Z)-7t-acetoxy-1^5,6,10,11,9c,11t-hexahydroxy-5r-methoxy-1^2,4,6t,8c,10c,12t,16-heptamethyl-1^9,10-dihydro-2-oxa-1(2,8)-furo[2',3':5,6]benzo[1,2-g]quinazolina-cyclohexadecaphane-3,13,15-trien-1¹-one

3-formylrifamycin SV

N,13-Didehydro-15-deoxo-3,15-epirifamycin sv

3-Methylaminomethylrifamycin SV