(1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside

Base Information

Chemical Name:(1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside
CAS No.:22423-39-8
Molecular Formula:C₂₇H₂₉NO₁₂
Molecular Weight:559.527
Hs Code.:
Mol file:22423-39-8.mol

(1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside

Synonyms:5,12-Naphthacenedione,8-acetyl-10-[(2-amino-2-deoxy-b-D-glucopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-,(8S-cis)-; Glucopyranoside,3-acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1-naphthacenyl2-amino-2-deoxy-, (1S,3S)-b-D- (8CI)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside

Chemical Property:

Vapor Pressure:1.94E-30mmHg at 25°C
Boiling Point:846.2°Cat760mmHg
Flash Point:465.6°C
PSA：226.30000
Density:1.67g/cm³
LogP:-0.32760

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside

There total 5 articles about (1S-3S)-beta-D-3-Acetyl-1,2,3,4,6,11-hexahydro-3,5,12-trihydroxy-10-me thoxy-6,11-dioxo-1-naphthacenyl 2-amino-2-deoxyglucopyranoside 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: 17.5%

: 23242-42-4,80009-13-8
7-O-<3,4,6-tri-O-acetyl-2-deoxy-2-<(trifluoroacetyl)amino>-β-D-glucosyl>daunomycinone

: 22423-39-8
7-O-(2-deoxy-2-amino-β-D-glucosyl)daunomycinone

: 79974-23-5
7-O-<2-deoxy-2-<(trifluoroacetyl)amino>-β-D-glucosyl>daunomycinone

Guidance literature:: With barium dihydroxide; In methanol; at 0 ℃; for 16h;
DOI:10.1021/jm00343a005

Reference yield:

: 6736-63-6
3,4,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucospyranosyl bromide

: 22423-39-8
7-O-(2-deoxy-2-amino-β-D-glucosyl)daunomycinone

Guidance literature:: Multi-step reaction with 2 steps

1: 60.7 percent / molecular sieves 3A, HgO, HgBr₂ / CH₂Cl₂ / 4 h / Ambient temperature

2: aq. 0.1 N NaOH / acetone / 0.5 h / Ambient temperature

With sodium hydroxide; 3 A molecular sieve; mercury dibromide; mercury(II) oxide; In dichloromethane; acetone;
DOI:10.1021/jm00343a005

Reference yield:

: 21794-55-8
(+)-Daunomycinone

: 22423-39-8
7-O-(2-deoxy-2-amino-β-D-glucosyl)daunomycinone

Guidance literature:: Multi-step reaction with 2 steps

1: 60.7 percent / molecular sieves 3A, HgO, HgBr₂ / CH₂Cl₂ / 4 h / Ambient temperature

2: aq. 0.1 N NaOH / acetone / 0.5 h / Ambient temperature

With sodium hydroxide; 3 A molecular sieve; mercury dibromide; mercury(II) oxide; In dichloromethane; acetone;
DOI:10.1021/jm00343a005