3-METHYL-5-(S)-ISOPROPYL HYDANTOIN

Base Information

• Chemical Name: 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN
• CAS No.: 71921-91-0
• Molecular Formula: C₇H₁₂N₂O₂
• Molecular Weight: 156.184
• Mol file: 71921-91-0.mol

Synonyms:3-Methyl-5-(S)-isopropyl hydantoin;

Chemical Property of 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN

Chemical Property:

• Refractive Index: 1.474
• PSA: 49.41000
• Density: 1.108 g/cm³
• LogP: 0.45930

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-5-(S)-isopropylHydantoin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Methyl-5-(S)-isopropyl Hydantoin (cas# 71921-91-0) is a compound useful in organic synthesis.

Technology Process of 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN

There total 8 articles about 3-METHYL-5-(S)-ISOPROPYL HYDANTOIN 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: 80.1%

D,L-valine (516-06-3,25609-85-2,7004-03-7,921-10-8) + methyl isocyanate (624-83-9) → 3-methyl-5-isopropylhydantoin (71921-91-0,74310-99-9)

Guidance literature:

D,L-valine; methyl isocyanate; With sodium peroxide; In water; at 20 ℃; for 2h; pH=9;

With hydrogenchloride; acetic acid; for 0.25h; Heating;

DOI:10.1021/tx000230r

Reference yield: 80.0%

5-isopropyl-imidazolidine-2,4-dione (16935-34-5) + methyl iodide (74-88-4) → 3-methyl-5-isopropylhydantoin (71921-91-0,74310-99-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0036-1591924

Reference yield: 72.0%

carbon monoxide (201230-82-2) + L-valine N-methylamide (87105-26-8) → (S)-5-isopropyl-3-methylimidazolidine-2,4-dione (71921-91-0,74310-99-9)

Guidance literature:

L-valine N-methylamide; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium diacetate; acetic acid; at 80 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

carbon monoxide; at 80 ℃; for 2h; under 760.051 Torr; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/d1cc04154a

upstream raw materials:

D,L-valine

methyl isocyanate

methylcarbamoyl-valine methylamide

5-isopropyl-imidazolidine-2,4-dione

Refernces

• 1、 Kaefferlein,Angerer. "N-methylcarbamoylated valine of hemoglobin in humans after exposure to N,N-Dimethylformamide: Evidence for the formation of methyl isocyanate?". . p. 833 - 840. Retrieved 2001.
• 2、 Kaneko, Hideki,Ikawa, Takashi,Yamamoto, Yuta,Arulmozhiraja, Sundaram,Tokiwa, Hiroaki,Akai, Shuji. "3-(Triflyloxy)benzynes Enable the Regiocontrolled Cycloaddition of Cyclic Ureas to Synthesize 1,4-Benzodiazepine Derivatives". supporting information. p. 943 - 948. Retrieved 2018/02/26.
• 3、 Davies, Ronnie,Rydberg, Per,Westberg, Emelie,Motwani, Hitesh V.,Johnstone, Erik,Toernqvist, Margareta. "A new general pathway for synthesis of reference compounds of N-terminal valine-isocyanate adducts". experimental part. p. 540 - 546. Retrieved 2011/02/24.