cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine]

Base Information

• Chemical Name: cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine]
• CAS No.: 916767-21-0
• Molecular Formula: C₄₂H₅₆N₄O₁₂
• Molecular Weight: 808.926

Synonyms:

Chemical Property of cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine]

There total 5 articles about cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine] 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: 38.0%

(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine pentafluorophenyl ester → cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine] (916767-21-0)

Guidance literature:

With hydrogen; palladium; In 1,4-dioxane; for 15h;

DOI:10.1002/ejoc.201200463

Reference yield:

6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonic acid (668990-26-9) → cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine] (916767-21-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.08 h

1.2: 20 h / 20 °C / Inert atmosphere

2.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

3.1: O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.08 h

3.2: 20 h / 20 °C / Inert atmosphere

4.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

6.1: hydrogen; palladium / 1,4-dioxane / 15 h

With O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate; water; hydrogen; palladium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; barium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201200463

Reference yield:

(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine methyl ester (1412697-33-6) → cyclo[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine] (916767-21-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.08 h

1.2: 20 h / 20 °C / Inert atmosphere

2.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium / 1,4-dioxane / 15 h

With O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate; water; hydrogen; palladium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; barium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201200463

upstream raw materials:

(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine methyl ester

(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine methyl ester

[(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine-(6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-D-phenylalanine acid]

6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonic acid

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