(1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside

Base Information

• Chemical Name: (1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside
• CAS No.: 276880-88-7
• Molecular Formula: C₂₇H₃₁NO₁₁
• Molecular Weight: 545.543
• Mol file: 276880-88-7.mol

Synonyms:

Chemical Property of (1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside

Chemical Property:

• Vapor Pressure: 4.26E-29mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside

There total 6 articles about (1S,3S)-3-[(1S)-1,2-dihydroxyethyl]-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-alpha-L-lyxo-hexopyranoside 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:

doxorubicin (23214-92-8) → doxorubicinol (111955-90-9,276880-88-7,39004-85-8) + Doxorubicinol (54193-28-1,111955-90-9,276880-88-7,39004-85-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; Ambient temperature;

Reference yield:

doxorubicin (23214-92-8) → doxorubicinol (111955-90-9,276880-88-7,39004-85-8) + Doxorubicinol (54193-28-1,111955-90-9,276880-88-7,39004-85-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; Ambient temperature;

Reference yield:

doxorubicin (23214-92-8) → Doxorubicinol (54193-28-1,111955-90-9,276880-88-7,39004-85-8)

Guidance literature:

With recombinant human carbonyl reductase isoform 3 with amino-terminal His₆ tag; NADPH; In ethanol; at 37 ℃; for 0.5h; pH=7.4; Reagent/catalyst; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1124/jpet.109.160614

upstream raw materials:

doxorubicin

Downstream raw materials:

13-dihydroadriamycinone

doxorubicinol aglycone

Refernces

• 1、 Penco, Sergio,Cassinelli, Giuseppe,Vigevani, Aristide,Zini, Pierangelo,Rivola, Giovanni,Arcamone, Federico. "DAUNORUBICIN ALDO-KETO REDUCTASES: ENANTIOFACE DIFFERENTIAL REDUCTION OF THE SIDE-CHAIN CARBONYL GROUP OF ANTITUMOR ANTHRACYCLINES. CORRECTION OF THE STEREOCHEMISTRY AT C(13) OF 4-DEMETHOXY-13-DIHYDRODAUNORUBICIN". . p. 195 - 198. Retrieved 2007/10/02.