(R)-tert-Butyl 4,5-diamino-5-oxopentanoate

Base Information

• Chemical Name: (R)-tert-Butyl 4,5-diamino-5-oxopentanoate
• CAS No.: 66575-26-6
• Molecular Formula: C₉H₁₈N₂O₃*ClH
• Molecular Weight: 238.714
• Hs Code.: 2924190090
• European Community (EC) Number: 866-415-1
• DSSTox Substance ID: DTXSID80579729
• Wikidata: Q82470338
• Mol file: 66575-26-6.mol

Synonyms:(R)-tert-Butyl 4,5-diamino-5-oxopentanoate;70701-78-9;66575-26-6;D-Glutamic acid gamma-tert-butyl ester alpha-amide hydrochloride;Pentanoic acid, 4,5-diamino-5-oxo-, 1,1-dimethylethyl ester, (R)-;SCHEMBL17724338;DTXSID80579729;MFCD29923737;(R)-tert-Butyl4,5-diamino-5-oxopentanoate;G15130

Chemical Property of (R)-tert-Butyl 4,5-diamino-5-oxopentanoate

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 202.13174244
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(R)-4,5-diamino-5-oxopentanoatemonohydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (R)-tert-Butyl 4,5-diamino-5-oxopentanoate

There total 2 articles about (R)-tert-Butyl 4,5-diamino-5-oxopentanoate 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: 62.0%

2N-[(tert-butoxy)carbonyl]-D-isoglutamine tert-butyl ester (1373751-75-7) → (R)-iso-glutamine t-butyl ester hydrochloride (66575-26-6)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1002/cbdv.201100232

Reference yield:

(tert-butoxy)carbonyl-D-glutamic acid 5-tert-butyl ester (13726-84-6,104719-63-3) → (R)-iso-glutamine t-butyl ester hydrochloride (66575-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Chloressigsaeure-ethylester; triethylamine / chloroform / 0.5 h / -15 °C

1.2: 2 h / 0 °C

2.1: hydrogenchloride / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; Chloressigsaeure-ethylester; triethylamine; In chloroform; ethyl acetate;

DOI:10.1002/cbdv.201100232

Reference yield:

(R)-iso-glutamine t-butyl ester hydrochloride (66575-26-6) → C25H30FN3O5

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / acetonitrile / 75 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 25 °C / 2585.81 Torr

3.1: acetic acid / methanol / 3 h / 25 °C

3.2: 25 °C

With palladium 10% on activated carbon; hydrogen; acetic acid; triethylamine; In methanol; acetonitrile;

upstream raw materials:

2N-[(tert-butoxy)carbonyl]-D-isoglutamine tert-butyl ester

(tert-butoxy)carbonyl-D-glutamic acid 5-tert-butyl ester