2,5-Dioxopyrrolidin-1-YL N-{N-[(2-isopropyl-1,3-thiazol-4-YL)methyl]-N-methylcarbamoyl}-L-valinate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-YL N-{N-[(2-isopropyl-1,3-thiazol-4-YL)methyl]-N-methylcarbamoyl}-L-valinate
• CAS No.: 224631-15-6
• Molecular Formula: C18H26 N4 O5 S
• Molecular Weight: 410.494
• European Community (EC) Number: 685-100-8
• DSSTox Substance ID: DTXSID20945146
• Wikidata: Q76416986
• Mol file: 224631-15-6.mol

Synonyms:224631-15-6;2,5-DIOXOPYRROLIDIN-1-YL N-{N-[(2-ISOPROPYL-1,3-THIAZOL-4-YL)METHYL]-N-METHYLCARBAMOYL}-L-VALINATE;(2,5-dioxopyrrolidin-1-yl) (2S)-3-methyl-2-[[methyl-[(2-propan-2-yl-1,3-thiazol-4-yl)methyl]carbamoyl]amino]butanoate;DTXSID20945146;NS00077712;2,5-Dioxopyrrolidin-1-yl N-[hydroxy(methyl{[2-(propan-2-yl)-1,3-thiazol-4-yl]methyl}amino)methylidene]valinate

Chemical Property of 2,5-Dioxopyrrolidin-1-YL N-{N-[(2-isopropyl-1,3-thiazol-4-YL)methyl]-N-methylcarbamoyl}-L-valinate

Chemical Property:

• PSA: 137.15000
• LogP: 2.36850
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 410.16239112
• Heavy Atom Count: 28
• Complexity: 611

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C1=NC(=CS1)CN(C)C(=O)NC(C(C)C)C(=O)ON2C(=O)CCC2=O
• Isomeric SMILES: CC(C)C1=NC(=CS1)CN(C)C(=O)N[C@@H](C(C)C)C(=O)ON2C(=O)CCC2=O

Technology Process of 2,5-Dioxopyrrolidin-1-YL N-{N-[(2-isopropyl-1,3-thiazol-4-YL)methyl]-N-methylcarbamoyl}-L-valinate

There total 2 articles about 2,5-Dioxopyrrolidin-1-YL N-{N-[(2-isopropyl-1,3-thiazol-4-YL)methyl]-N-methylcarbamoyl}-L-valinate 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-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → N-[[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valinyl hydroxysuccinimide ester (224631-15-6)

Guidance literature:

N-((N-Methyl-N-((2-isopropyl-4-thiazolyl)methyl)amino)-carbonyl)-L-valine; With 4-methyl-morpholine; isobutyl chloroformate; In ethyl acetate; at -18 - -15 ℃; for 0.75h;

1-hydroxy-pyrrolidine-2,5-dione; In ethyl acetate; at -15 - 0 ℃; for 1.5h;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + C19H31N3O5S → N-[[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valinyl hydroxysuccinimide ester (224631-15-6)

Guidance literature:

In ethyl acetate; at -15 - 0 ℃; for 1.5h;

Reference yield: 53.0%

N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-4-(E-hydroxyiminomethyl)-N-(isobutyl)benzenesulfonamide (890904-63-9) + N-[[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]-L-valinyl hydroxysuccinimide ester (224631-15-6) → (2S)-N-{(1S,2R)-1-benzyl-2-hydroxy-3-[({4-[(E)-(hydroxyimino)methyl]phenyl}sulfonyl)(isobutyl)amino]propyl}-2-({[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl}amino)-3-methylbutanamide

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 16h;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Downstream raw materials:

(2S,3S,5S)-2-[N-[N-[[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]valinyl]amino]-5-(t-butyloxycarbonylamino)-1,6-diphenyl-3-hydroxyhexane

(2S,3S,5S)-2,5-bis-[N-[N-[[N-methyl-N-[(2-isopropyl-4-thiazolyl)methyl]amino]carbonyl]valinyl]amino]-1,6-diphenyl-3-hydroxyhexane

ritonavir

Refernces

• 1、 -. "ACID ADDITION SALT OF 2-ISOPROPYL-4-(((N-METHYL)AMINO)METHYL)THIAZOLE AND ITS?USE IN THE PREPARATION OF RITONAVIR". Page/Page column 11-12. . Retrieved 2008/06/13.