C₄₁H₅₆F₅N₇O₂₁

Base Information

• Chemical Name: C₄₁H₅₆F₅N₇O₂₁
• CAS No.: 1054749-26-6
• Molecular Formula: C₄₁H₅₆F₅N₇O₂₁
• Molecular Weight: 1077.92
• Mol file: 1054749-26-6.mol

Synonyms:

Chemical Property of C₄₁H₅₆F₅N₇O₂₁

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₁H₅₆F₅N₇O₂₁

There total 14 articles about C₄₁H₅₆F₅N₇O₂₁ 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:

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide (70831-94-6) → C41H56F5N7O21 (1054749-26-6)

Guidance literature:

Multi-step reaction with 14 steps

1.1: 75 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / -40 - 20 °C

2.1: 87 percent / TBAF; AcOH / tetrahydrofuran / 72 h / 0 - 20 °C

3.1: 85 percent / CuBr₂; 4 Angstroem molecular sieves; Bu₄NBr / CH₂Cl₂; dimethylformamide / 20 °C

4.1: ethylenediamine / butan-1-ol / 90 °C

4.2: pyridine / 20 °C

4.3: 86 percent / NaOMe / methanol / 3 h / 20 °C

5.1: H₂ / Lindlar catalyst / methanol / 2.5 h / 20 °C

6.1: 132 mg / CH₂Cl₂ / 20 °C

7.1: 96 percent / H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C

8.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

9.1: piperidine / 1-methyl-pyrrolidin-2-one / 1 h / 20 °C

10.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

11.1: piperidine / dimethylformamide / 1 h / 20 °C

12.1: 12.8 mg / methanol / 2 h / 20 °C

13.1: TFA / CH₂Cl₂ / 2 h / 20 °C

14.1: DCC / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C

With piperidine; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; silver trifluoromethanesulfonate; acetic acid; ethylenediamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper(ll) bromide; palladium dihydroxide; Lindlar's catalyst; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo034773s

Reference yield:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose (10022-13-6) → C41H56F5N7O21 (1054749-26-6)

Guidance literature:

Multi-step reaction with 15 steps

1.1: aq. HBr; AcOH / CH₂Cl₂ / 4 h / 20 °C

2.1: 75 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / -40 - 20 °C

3.1: 87 percent / TBAF; AcOH / tetrahydrofuran / 72 h / 0 - 20 °C

4.1: 85 percent / CuBr₂; 4 Angstroem molecular sieves; Bu₄NBr / CH₂Cl₂; dimethylformamide / 20 °C

5.1: ethylenediamine / butan-1-ol / 90 °C

5.2: pyridine / 20 °C

5.3: 86 percent / NaOMe / methanol / 3 h / 20 °C

6.1: H₂ / Lindlar catalyst / methanol / 2.5 h / 20 °C

7.1: 132 mg / CH₂Cl₂ / 20 °C

8.1: 96 percent / H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C

9.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

10.1: piperidine / 1-methyl-pyrrolidin-2-one / 1 h / 20 °C

11.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

12.1: piperidine / dimethylformamide / 1 h / 20 °C

13.1: 12.8 mg / methanol / 2 h / 20 °C

14.1: TFA / CH₂Cl₂ / 2 h / 20 °C

15.1: DCC / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C

With piperidine; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen bromide; hydrogen; silver trifluoromethanesulfonate; acetic acid; ethylenediamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper(ll) bromide; palladium dihydroxide; Lindlar's catalyst; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo034773s

Reference yield:

O-(2,3,4-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide (622830-64-2) → C41H56F5N7O21 (1054749-26-6)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 85 percent / CuBr₂; 4 Angstroem molecular sieves; Bu₄NBr / CH₂Cl₂; dimethylformamide / 20 °C

2.1: ethylenediamine / butan-1-ol / 90 °C

2.2: pyridine / 20 °C

2.3: 86 percent / NaOMe / methanol / 3 h / 20 °C

3.1: H₂ / Lindlar catalyst / methanol / 2.5 h / 20 °C

4.1: 132 mg / CH₂Cl₂ / 20 °C

5.1: 96 percent / H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C

6.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

7.1: piperidine / 1-methyl-pyrrolidin-2-one / 1 h / 20 °C

8.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

9.1: piperidine / dimethylformamide / 1 h / 20 °C

10.1: 12.8 mg / methanol / 2 h / 20 °C

11.1: TFA / CH₂Cl₂ / 2 h / 20 °C

12.1: DCC / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C

With piperidine; 4 A molecular sieve; tetrabutylammomium bromide; hydrogen; ethylenediamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; copper(ll) bromide; palladium dihydroxide; Lindlar's catalyst; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo034773s

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide

O-(2,3,4-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl azide

N^γ-[O-(2-deoxy-2-acetamido-β-D-glucopyranosyl)-(1->4)-[O-(α-L-fucopyranosyl)-(1->6)]-2-deoxy-2-acetamido-β-D-glucopyranosyl]-L-asparagine tert-butyl ester

Refernces