Valine thiazole

Base Information

• Chemical Name: Valine thiazole
• CAS No.: 117076-27-4
• Molecular Formula: C18H22 N2 O4 S
• Molecular Weight: 362.44
• DSSTox Substance ID: DTXSID90922282
• Mol file: 117076-27-4.mol

Synonyms:D-Val thiazole;D-Val-THZ;valine thiazole

Chemical Property of Valine thiazole

Chemical Property:

• Vapor Pressure: 4.54E-10mmHg at 25°C
• Boiling Point: 498.4°Cat760mmHg
• Flash Point: 255.2°C
• PSA: 105.76000
• Density: 1.21g/cm³
• LogP: 4.33420
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 362.13002836
• Heavy Atom Count: 25
• Complexity: 441

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CSC(=N1)C(C(C)C)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)C1=CSC(=N1)[C@@H](C(C)C)NC(=O)OCC2=CC=CC=C2

Technology Process of Valine thiazole

There total 3 articles about Valine thiazole 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:

ethyl Bromopyruvate (70-23-5) → 2-((R)-1-Benzyloxycarbonylamino-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (117076-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃ / 1,2-dimethoxy-ethane / 16 h / -15 °C

2: TFAA, 2,6-lutidine / 1,2-dimethoxy-ethane / 0.5 h / -20 °C

With 2,6-dimethylpyridine; potassium hydrogencarbonate; trifluoroacetic anhydride; In 1,2-dimethoxyethane;

Reference yield:

Cbz-D-Val-NH2 (117143-34-7) → 2-((R)-1-Benzyloxycarbonylamino-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (117076-27-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / Lawesson's reagent / CH₂Cl₂ / 16 h / Ambient temperature

2: KHCO₃ / 1,2-dimethoxy-ethane / 16 h / -15 °C

3: TFAA, 2,6-lutidine / 1,2-dimethoxy-ethane / 0.5 h / -20 °C

With Lawessons reagent; 2,6-dimethylpyridine; potassium hydrogencarbonate; trifluoroacetic anhydride; In 1,2-dimethoxyethane; dichloromethane;

Reference yield:

((R)-2-Methyl-1-thiocarbamoyl-propyl)-carbamic acid benzyl ester (204378-72-3) → 2-((R)-1-Benzyloxycarbonylamino-2-methyl-propyl)-thiazole-4-carboxylic acid ethyl ester (117076-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃ / 1,2-dimethoxy-ethane / 16 h / -15 °C

2: TFAA, 2,6-lutidine / 1,2-dimethoxy-ethane / 0.5 h / -20 °C

With 2,6-dimethylpyridine; potassium hydrogencarbonate; trifluoroacetic anhydride; In 1,2-dimethoxyethane;

upstream raw materials:

ethyl Bromopyruvate

Cbz-D-Val-NH₂

((R)-2-Methyl-1-thiocarbamoyl-propyl)-carbamic acid benzyl ester

Downstream raw materials:

2-((R)-1-Benzyloxycarbonylamino-2-methyl-propyl)-thiazole-4-carboxylic acid

Refernces