Oxiranecarboxamide, 3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI)

Base Information

• Chemical Name: Oxiranecarboxamide, 3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI)
• CAS No.: 200356-10-1
• Molecular Formula: C₇H₁₃NO₂
• Molecular Weight: 143.186
• Mol file: 200356-10-1.mol

Synonyms:Oxiranecarboxamide,3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI); Oxiranecarboxamide,3-methyl-2-(1-methylethyl)-, (2R-cis)-

Chemical Property of Oxiranecarboxamide, 3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI)

Chemical Property:

• PSA: 55.62000
• LogP: 0.98550

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Oxiranecarboxamide, 3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI)

There total 3 articles about Oxiranecarboxamide, 3-methyl-2-(1-methylethyl)-, (2R,3R)- (9CI) 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:

(S2,RS)-2-hydroxy-3-[(4-methylphenyl)sulfinyl]-2-isopropylbutanenitrile (144694-78-0,144787-35-9) → (2R,3R)-2-isopropyl-3-methyloxirane-2-carboxamide (200356-10-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HBF₄, 2.) MeOH / 1.) CH₂Cl₂, RT, 3 h, 2.) CH₂Cl₂, RT, 3 h

2: 73 percent / BF₃*Et₂O, NaI / acetonitrile

3: 1.) Me₃OBF₄, 2.) aq. K₂CO₃ / 1.) CH₂Cl₂, RT, 3 h, 2.) CH₂Cl₂, RT, 17 h

With methanol; tetrafluoroboric acid; boron trifluoride diethyl etherate; trimethoxonium tetrafluoroborate; potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1016/S0957-4166(97)00457-6

Reference yield:

(2S,3S)-2-Hydroxy-2-isopropyl-3-((S)-toluene-4-sulfinyl)-butyramide (200356-03-2) → (2R,3R)-2-isopropyl-3-methyloxirane-2-carboxamide (200356-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / BF₃*Et₂O, NaI / acetonitrile

2: 1.) Me₃OBF₄, 2.) aq. K₂CO₃ / 1.) CH₂Cl₂, RT, 3 h, 2.) CH₂Cl₂, RT, 17 h

With boron trifluoride diethyl etherate; trimethoxonium tetrafluoroborate; potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1016/S0957-4166(97)00457-6

Reference yield:

(S2,S3)-2-hydroxy-3-[(4-methylphenyl)sulfenyl]-2-isopropylbutanamide (144694-86-0) → (2R,3R)-2-isopropyl-3-methyloxirane-2-carboxamide (200356-10-1)

Guidance literature:

With trimethoxonium tetrafluoroborate; potassium carbonate; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 3 h, 2.) CH₂Cl₂, RT, 17 h;

DOI:10.1016/S0957-4166(97)00457-6

upstream raw materials:

(S₂,S₃)-2-hydroxy-3-[(4-methylphenyl)sulfenyl]-2-isopropylbutanamide

(S₂,R_S)-2-hydroxy-3-[(4-methylphenyl)sulfinyl]-2-isopropylbutanenitrile

(2S,3S)-2-Hydroxy-2-isopropyl-3-((S)-toluene-4-sulfinyl)-butyramide