C₆₉H₈₄N₆O₂₁

Base Information

• Chemical Name: C₆₉H₈₄N₆O₂₁
• CAS No.: 622830-69-7
• Molecular Formula: C₆₉H₈₄N₆O₂₁
• Molecular Weight: 1333.45
• Mol file: 622830-69-7.mol

Synonyms:C₆₉H₈₄N₆O₂₁

Chemical Property of C₆₉H₈₄N₆O₂₁

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₆₉H₈₄N₆O₂₁

There total 11 articles about C₆₉H₈₄N₆O₂₁ 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:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose (10022-13-6) → C69H84N6O21 (622830-69-7)

Guidance literature:

Multi-step reaction with 9 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

With 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen bromide; hydrogen; silver trifluoromethanesulfonate; acetic acid; ethylenediamine; 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:

3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl bromide (70831-94-6) → C69H84N6O21 (622830-69-7)

Guidance literature:

Multi-step reaction with 8 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

With 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; silver trifluoromethanesulfonate; acetic acid; ethylenediamine; 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:

Fmoc-Asp-O-t-Bu (129460-09-9,134098-70-7) → C69H84N6O21 (622830-69-7)

Guidance literature:

Multi-step reaction with 4 steps

1: NMP; DCC / CH₂Cl₂ / 1 h / 20 °C

2: 132 mg / CH₂Cl₂ / 20 °C

3: 96 percent / H₂ / Pd(OH)2/C / methanol / 20 h / 20 °C

4: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

With 1-methyl-pyrrolidin-2-one; hydrogen; dicyclohexyl-carbodiimide; palladium dihydroxide; In 1-methyl-pyrrolidin-2-one; methanol; dichloromethane;

DOI:10.1021/jo034773s

upstream raw materials:

Fmoc-Gln(Trt)-OPfp

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

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

Downstream raw materials:

C₄₁H₅₆F₅N₇O₂₁

C₅₈H₇₉N₇O₂₁

C₇₁H₈₇N₇O₂₂

C₅₄H₇₄N₆O₁₉

Refernces