D-4-THIAZOLYLALANINE

Base Information

• Chemical Name: D-4-THIAZOLYLALANINE
• CAS No.: 131896-42-9
• Molecular Formula: C₆H₈N₂O₂S
• Molecular Weight: 172.208
• Hs Code.: 2934100090
• Mol file: 131896-42-9.mol

Synonyms:4-Thiazolepropanoicacid, a-amino-, (R)-;b-(4-Thiazolyl)-D-alanine;

Chemical Property of D-4-THIAZOLYLALANINE

Chemical Property:

• Refractive Index: 1.64
• Boiling Point: 353.32 °C at 760 mmHg
• PKA: 8.24±0.16(Predicted)
• Flash Point: 167.482 °C
• PSA: 104.45000
• Density: 1.433 g/cm³
• LogP: 0.79780
• Storage Temp.: Store at -15°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-4-Thiazolylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-4-Thiazolylalanine is a non-proteinogenic amino acid and can be used in studies requiring chiral non-proteinogenic amino acids.

Technology Process of D-4-THIAZOLYLALANINE

There total 6 articles about D-4-THIAZOLYLALANINE 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:

2-Phenyl-4-[1-thiazol-4-yl-meth-(Z)-ylidene]-4H-oxazol-5-one → (2S)-2-amino-3-(thiazol-4-yl)propanoic acid (119433-80-6,131896-42-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / 0.3 percent NaOH / 0.75 h / 100 °C

2: H₂ / Ru₂Cl₄[(R)-(+)-p-tolyl-BINAP]2Et₃N / methanol / 140 h / 20 °C / 37503 Torr

3: 0.24 g / 6 N HCl / 20 h / Heating

With hydrogenchloride; sodium hydroxide; hydrogen; Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol;

DOI:10.3987/COM-04-10178

Reference yield:

(Z)-3-(4-thiazolyl)-2-benzoylaminoprop-2-enoic acid (801240-92-6) → (2S)-2-amino-3-(thiazol-4-yl)propanoic acid (119433-80-6,131896-42-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Ru₂Cl₄[(R)-(+)-p-tolyl-BINAP]2Et₃N / methanol / 140 h / 20 °C / 37503 Torr

2: 0.24 g / 6 N HCl / 20 h / Heating

With hydrogenchloride; hydrogen; Ru₂Cl₄((R)-(+)-2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl)2*NEt₃; In methanol;

DOI:10.3987/COM-04-10178

Reference yield:

(S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid (801240-93-7) → (2S)-2-amino-3-(thiazol-4-yl)propanoic acid (119433-80-6,131896-42-9)

Guidance literature:

With hydrogenchloride; for 20h; Heating;

DOI:10.3987/COM-04-10178

upstream raw materials:

diethyl (4-thiazolyl)methylacetamidomalonate

(S)-3-(4-thiazolyl)-2-benzoylaminopropanoic acid

(Z)-3-(4-thiazolyl)-2-benzoylaminoprop-2-enoic acid

(R)-2-((tert-butoxycarbonyl)amino)-3-(thiazol-4-yl)propionic acid

Downstream raw materials:

rovatirelin

2-Benzyloxycarbonylamino-3-thiazol-4-yl-propionic acid

(S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid

((S)-1-{1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(4-methyl-pentanoylamino)-butylcarbamoyl]-2-thiazol-4-yl-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Yuasa, Yoshifumi,Tsuruta, Haruki,Yuasa, Yoko. "Enantioselective synthesis of (S)-3-(4-thiazolyl)-2-tert- butoxycarbonylaminopropionic acid: A chiral building block for renin inhibitor". . p. 2385 - 2392. Retrieved 2007/10/03.
• 2、 -. "COMPOUNDS CONTAINING A FUSED BICYCLE RING AND PROCESSES THEREFOR". . . Retrieved 2008/06/13.