grassystatin A

Base Information

• Chemical Name: grassystatin A
• CAS No.: 1187551-28-5
• Molecular Formula: C₅₈H₉₅N₉O₁₆
• Molecular Weight: 1174.44
• Mol file: 1187551-28-5.mol

Synonyms:grassystatin A

Chemical Property of grassystatin A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of grassystatin A

There total 13 articles about grassystatin A 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:

C23H42N2O7 + C2HF3O2*C35H55N7O10 → grassystatin A (1187551-28-5)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 - 20 ℃; for 8.5h;

DOI:10.1016/j.bmc.2012.05.077

Reference yield:

N-Boc-Ala-N-Me-D-Phe-Pro-OMe (1392129-98-4) → grassystatin A (1187551-28-5)

Guidance literature:

Multi-step reaction with 8 steps

1: dichloromethane / 0.5 h / 20 °C

2: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 8.5 h / 0 - 20 °C

3: dichloromethane / 0.5 h / 20 °C

4: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 8.5 h / 0 - 20 °C

5: dichloromethane / 0.5 h / 20 °C

6: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 8.5 h / 0 - 20 °C

7: dichloromethane / 0.5 h / 20 °C

8: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 8.5 h / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane;

DOI:10.1016/j.bmc.2012.05.077

Reference yield:

(S)-2-hydroxy-3-methylbutyric acid benzyl ester (65138-05-8) → grassystatin A (1187551-28-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 20 °C

3.1: 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / 20 °C

3.2: 5 h / 20 °C

4.1: dichloromethane / 0.5 h / 0 °C

5.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 0 °C

5.2: 1 h / 0 °C

5.3: 18 h / 0 - 20 °C / pH 5 - 7

6.1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 20 °C

7.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

8.1: palladium 10% on activated carbon; hydrogen / methanol; dichloromethane / 20 °C

9.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 8.5 h / 0 - 20 °C

With dmap; 1-hydroxy-7-aza-benzotriazole; 2,4,6-trichlorobenzoyl chloride; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 3.1: Yamaguchi reaction / 3.2: Yamaguchi reaction;

DOI:10.1016/j.bmc.2012.05.077

upstream raw materials:

C₂HF₃O₂*C₂₂H₃₃NO₆

C₂₄H₃₇NO₆

C₃₀H₄₈N₂O₇

C₂HF₃O₂*C₁₆H₂₂N₂O₃

Downstream raw materials:

L-alanin

(R)-2-Hydroxy-3-methylbutyric acid

(S)-2-Hydroxy-3-methylbutanoic acid

L-threonine