methyl (2R)-2-amino-2-methylpent-4-ynoate

Base Information

• Chemical Name: methyl (2R)-2-amino-2-methylpent-4-ynoate
• CAS No.: 81136-95-0
• Molecular Formula: C7H11NO2
• DSSTox Substance ID: DTXSID40525060
• Nikkaji Number: J3.081.894F
• Wikidata: Q82392379
• Mol file: 81136-95-0.mol

Synonyms:methyl (2R)-2-amino-2-methylpent-4-ynoate;81136-95-0;DTXSID40525060;WDFHOMLWGJQCEW-SSDOTTSWSA-N;AKOS006337194

Chemical Property of methyl (2R)-2-amino-2-methylpent-4-ynoate

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 179

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC#C)(C(=O)OC)N
• Isomeric SMILES: C[C@@](CC#C)(C(=O)OC)N

Technology Process of methyl (2R)-2-amino-2-methylpent-4-ynoate

There total 4 articles about methyl (2R)-2-amino-2-methylpent-4-ynoate 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: 85.0%

methyl (R)-2-(((R)-2-hydroxy-1-phenylethyl)amino)-2-methylpent-4-ynoate → methyl (R)-2-amino-2-methylpent-4-ynoate (81136-95-0,88820-88-6)

Guidance literature:

methyl (R)-2-(((R)-2-hydroxy-1-phenylethyl)amino)-2-methylpent-4-ynoate; With lead(IV) tetraacetate; In methanol; dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In methanol; dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201803143

Reference yield:

methanol (67-56-1) + (2R)-2-amino-2-methylpent-4-ynoic acid (403519-98-2) → methyl (R)-2-amino-2-methylpent-4-ynoate (81136-95-0,88820-88-6)

Guidance literature:

With thionyl chloride; at 2 - 40 ℃; for 17.5h;

Reference yield:

(2R,5S)-5-Isopropyl-3,6-dimethoxy-2-methyl-2-prop-2-ynyl-2,5-dihydro-pyrazine (81136-91-6) → L-Valine methyl ester (4070-48-8) + methyl (R)-2-amino-2-methylpent-4-ynoate (81136-95-0,88820-88-6)

Guidance literature:

With hydrogenchloride; ammonium hydroxide; In diethyl ether; for 72h; Ambient temperature;

upstream raw materials:

(2R,5S)-5-Isopropyl-3,6-dimethoxy-2-methyl-2-prop-2-ynyl-2,5-dihydro-pyrazine

methanol

(2R)-2-amino-2-methylpent-4-ynoic acid

Downstream raw materials:

(2R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-pyridin-2-yl]-2-methyl-3,4-dihydro-2H-pyrrole-2-carboxamide

(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide

(5R)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide

(5S)-5-[5-[{2-[3,5-bis(trifluoromethyl)phenyl]-2-methylpropanoyl}(methyl)amino]-4-(4-fluoro-2-methylphenyl)-2-pyridinyl]-2-methyl-D-prolinamide hydrochloride