2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium

Base Information

• Chemical Name: 2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium
• CAS No.: 67863-05-2
• Molecular Formula: C5H12N2O
• Molecular Weight: 116.163
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID10987212
• Wikidata: Q72485878
• Mol file: 67863-05-2.mol

Synonyms:DTXSID10987212;2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium

Chemical Property of 2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Melting Point: 68 °C
• Boiling Point: 260.2 °C at 760 mmHg
• PKA: 15.07±0.46(Predicted)
• Flash Point: 111.2 °C
• PSA: 55.12000
• Density: 0.959 g/cm³
• LogP: 0.56090
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 117.102788042
• Heavy Atom Count: 8
• Complexity: 80.5

Purity/Quality:

98%Min ^*data from raw suppliers

N-Isopropylglycinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NC(=O)C[NH3+]
• Uses: N-isopropylglycinamide is used in the preparation of vasopressin-V1b receptor antagonists and peptidomimetic inhibitors of serine proteases with trypsin properties.

Technology Process of 2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium

There total 2 articles about 2-Hydroxy-2-[(propan-2-yl)imino]ethan-1-aminium 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: 100.0%

(isopropylcarbamoylmethyl)carbamic acid benzyl ester (78639-46-0) → 2-amino-N-isopropylacetamide (67863-05-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; for 16h; under 2585.81 Torr;

Reference yield: 28.1%

Boc-Gly-NHC3H7 (158976-14-8) → 2-amino-N-isopropylacetamide (67863-05-2)

Guidance literature:

Boc-Gly-NHC₃H₇; With hydrogenchloride; In water; at 20 ℃; Reflux;

With sodium hydroxide; In water; pH=12 - 13;

DOI:10.3762/bjoc.9.315

Reference yield: 79.0%

2-amino-N-isopropylacetamide (67863-05-2) + 3-cyanobenzene sulfonyl chloride (56542-67-7) → 2-(3-cyanophenylsulfonamido)-N-isopropylacetamide (1154326-09-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2012.08.042

upstream raw materials:

(isopropylcarbamoylmethyl)carbamic acid benzyl ester

Boc-Gly-NHC₃H₇

Downstream raw materials:

(E)-2-[2-(4-fluoro-3-methoxyphenyl)vinyl]-5-(4-methoxybenzyloxy)benzoic acid 4-methoxybenzyl ester

2-[3-(3-chlorophenyl)-7-methoxy-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide

2-amino-5-hydroxy-N-(isopropylcarbamoylmethyl)benzamide

5-fluoro-N-(2-(isopropylamino)-2-oxoethyl)-2-nitrobenzamide

Refernces

• 1、 Wen, Fei,Li, Zheng. "Glycinamide hydrochloride as a transient directing group: Synthesis of 2-benzylbenzaldehydes by C(sp3)?H arylation". supporting information. p. 3462 - 3474. Retrieved 2020/08/10.
• 2、 Wang, Junliang,Dong, Cong,Wu, Liangfei,Xu, Mingkai,Lin, Jun,Wei, Kun. "Palladium-Catalyzed β-C?H Arylation of Ketones Using Amino Amide as a Transient Directing Group: Applications to Synthesis of Phenanthridinone Alkaloids". supporting information. p. 3709 - 3715. Retrieved 2018/09/14.