N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Base Information

Chemical Name:N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate
CAS No.:186653-65-6
Molecular Formula:C₄₉H₅₂N₂O₂₃
Molecular Weight:1036.95
Hs Code.:

Synonyms:N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Suppliers and Price of N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

There total 7 articles about N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 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:

: 72692-06-9,73464-50-3,3082-95-9
methyl 2,3,4-tri-O-acetyl-D-glucopyranuronate

: 186653-65-6
N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / toluene / 20 °C

2: 68 percent / AcOH; H₂O / tetrahydrofuran / 3 h

3: pyridine / CH₂Cl₂

4: 133 mg / i-Pr₂NEt / CH₂Cl₂; dimethylformamide

With pyridine; water; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Addition / 2: Hydrolysis / 3: Esterification / 4: Acylation;
DOI:10.1016/S0968-0896(99)00095-4

Reference yield:

: 212701-44-5
tert-butyl(2-isocyanatobenzyloxy)dimethylsilane

: 186653-65-6
N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / toluene / 20 °C

2: 68 percent / AcOH; H₂O / tetrahydrofuran / 3 h

3: pyridine / CH₂Cl₂

4: 133 mg / i-Pr₂NEt / CH₂Cl₂; dimethylformamide

With pyridine; water; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Addition / 2: Hydrolysis / 3: Esterification / 4: Acylation;
DOI:10.1016/S0968-0896(99)00095-4

Reference yield:

: 2-(((tert-butyldimethylsilyl)oxy)methyl)benzoic acid

: 186653-65-6
N-[2-(daunorubicin-N-carbonyloxymethyl)phenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: diphenylphosphoryl azide; Et₃N / toluene / 12 h

2: toluene / 3 h / 80 °C

3: 69 percent / toluene / 20 °C

4: 68 percent / AcOH; H₂O / tetrahydrofuran / 3 h

5: pyridine / CH₂Cl₂

6: 133 mg / i-Pr₂NEt / CH₂Cl₂; dimethylformamide

With pyridine; diphenylphosphoranyl azide; water; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Curtius rearrangement / 3: Addition / 4: Hydrolysis / 5: Esterification / 6: Acylation;
DOI:10.1016/S0968-0896(99)00095-4