(S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Base Information

• Chemical Name: (S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate
• CAS No.: 77215-54-4
• Molecular Formula: C12H24 N2 O4
• Molecular Weight: 260.334
• Hs Code.: 2924199090
• UNII: G6PS84MV73
• Nikkaji Number: J2.415.484J
• Mol file: 77215-54-4.mol

Synonyms:77215-54-4;(S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate;Boc-L-dap-otbu;Boc-Dap-OtBu;Tert-butyl (2S)-3-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;G6PS84MV73;tert-butyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate;3-Amino-N-((1,1-dimethylethoxy)carbonyl)-L-alanine 1,1-dimethylethyl ester;L-Alanine, 3-amino-N-((1,1-dimethylethoxy)carbonyl)-, 1,1-dimethylethyl ester;UNII-G6PS84MV73;SCHEMBL25256775;AKOS025286348;DS-9053;3-Amino-N-Boc-L-alanine tert-butyl ester;CS-0169246;C76470;(S)-tert-Butyl3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property of (S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property:

• Boiling Point: 369.0±37.0 °C(Predicted)
• PKA: 10.78±0.46(Predicted)
• PSA: 90.65000
• Density: 1.055±0.06 g/cm3(Predicted)
• LogP: 2.27130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 260.17360725
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

(S)-tert-Butyl3-amino-2-((tert-butoxycarbonyl)amino)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

There total 10 articles about (S)-tert-Butyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate 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: 95.0%

tert-butyl (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoate (108492-14-4,108283-48-3) → tert-butyl 2-<(tert-butoxycarbonyl)amino>-3-aminopropanoate (77215-54-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 25 ℃; for 15h;

DOI:10.1021/ja012741l

Reference yield: 94.0%

tert-butyl 2-<(S)-(tert-butoxycarbonyl)amino>-3-<(carbobenzoxy)amino>propionate (77225-89-9) → tert-butyl 2-<(tert-butoxycarbonyl)amino>-3-aminopropanoate (77215-54-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmcl.2006.08.121

Reference yield:

N-(tert-butyloxycarbonyl)-L-serine tert-butyl ester (71630-31-4,7738-22-9) → tert-butyl 2-<(tert-butoxycarbonyl)amino>-3-aminopropanoate (77215-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / pyridine / 0.08 h / 25 °C

2: 70 percent / NaN₃; tetrabutylammonium bromide / dimethylformamide / 0.17 h / 70 °C

3: 95 percent / H₂ / Pd/C / ethanol / 15 h / 25 °C

With sodium azide; tetrabutylammomium bromide; hydrogen; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja012741l

upstream raw materials:

tert-butyl 2-<(S)-(tert-butoxycarbonyl)amino>-3-<(carbobenzoxy)amino>propionate

tert-butyl (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoate

N-tert-butyloxycarbonylasparagine

3-{[(benzyloxy)carbonyl]amino}-N-(tert-butoxycarbonyl)-L-alanine

Downstream raw materials:

N^α-(tert-butoxycarbonyl)-N^β-[3(S)-(4-amino-6-carboethoxy-5-methylpyrimidin-2-yl)-1-[(4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl]propion-3-yl]-(S)-β-aminoalanine tert-butyl ester

N^α-(tert-butoxycarbonyl)-N^β-[3(S)-(4-amino-6-carboethoxy-5-methylpyrimidin-2-yl)-1-[(4S,5R)-4-methyl-5-phenyl-2-oxazolidinyl]-2-methylthiopropion-3-yl]-(S)-β-aminoalanine tert-butyl ester

Boc-γ-Gla[-Glu(OBn)-OAll]-OtBu

(2S)-3-{[(3-chloro-4-methyl-5-sulfophenyl)carbamoyl]amino}-2-(methylamino)propanoic acid

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