Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro)

Base Information

• Chemical Name: Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro)
• CAS No.: 1452407-29-2
• Molecular Formula: C₄₅H₄₇N₅O₁₄
• Molecular Weight: 881.893
• Mol file: 1452407-29-2.mol

Synonyms:Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro)

Chemical Property of Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro)

There total 6 articles about Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro) 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: 88.0%

Cbz-L-Glu-(Cbz-L-Ser-D-Pro-Bt)-Cbz-L-Ser-D-Pro-Bt (1452407-24-7) → Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro) (1452407-29-2)

Guidance literature:

With triethylamine; In acetonitrile;

DOI:10.1021/jo401235k

Reference yield:

benzyl N-[(1S)-1-acetyl-4-(1H-1,2,3-benzotriazol-1-yl)-4-oxobutyl]carbamate (886981-21-1) → Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro) (1452407-29-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: triethylamine / acetonitrile; water / 20 °C

2.1: thionyl chloride / tetrahydrofuran / 0.33 h / 20 °C

2.2: 4 h / -20 - 20 °C

3.1: triethylamine / acetonitrile; water / 16 h / 20 °C

4.1: thionyl chloride / tetrahydrofuran / 0.33 h / 0 °C

4.2: 6 h / -45 °C

5.1: triethylamine / acetonitrile

With thionyl chloride; triethylamine; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/jo401235k

Reference yield:

Cbz-L-Glu-(Cbz-L-Ser-D-Pro-OH)-Cbz-L-Ser-D-Pro-OH (1452407-19-0) → Cbz-L-Glu-[cyclo-(Cbz-L-Ser-D-Pro)]-cyclo-(Cbz-L-Ser-D-Pro) (1452407-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / tetrahydrofuran / 0.33 h / 0 °C

1.2: 6 h / -45 °C

2.1: triethylamine / acetonitrile

With thionyl chloride; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo401235k

upstream raw materials:

benzyl N-[(1S)-1-acetyl-4-(1H-1,2,3-benzotriazol-1-yl)-4-oxobutyl]carbamate

Cbz-L-Glu-(Cbz-L-Ser-OH)-Cbz-L-Ser-OH

Cbz-L-Glu-(Cbz-L-Ser-Bt)-Cbz-L-Ser-Bt

Cbz-L-Glu-(Cbz-L-Ser-D-Pro-OH)-Cbz-L-Ser-D-Pro-OH