N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine

Base Information

• Chemical Name: N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine
• CAS No.: 23632-73-7
• Molecular Formula: C12H14N2O5
• Molecular Weight: 266.254
• DSSTox Substance ID: DTXSID80563406
• Wikidata: Q82447840
• Mol file: 23632-73-7.mol

Synonyms:23632-73-7;N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine;(3S)-4-amino-4-oxo-3-(phenylmethoxycarbonylamino)butanoic acid;(3S)-3-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid;Butanoic acid, 4-amino-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-, (3S)-;carbobenzoxy-isoasparagine;SCHEMBL8553630;DTXSID80563406;EN300-22826904

Chemical Property of N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 266.09027155
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC(=O)O)C(=O)N
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CC(=O)O)C(=O)N

Technology Process of N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine

There total 9 articles about N~2~-[(Benzyloxy)carbonyl]-L-alpha-asparagine 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: 91.0%

N-Cbz-L-Asp (1152-61-0) → N-carbobenzoxy-L-aspartic acid amide (23632-73-7,2799-12-4)

Guidance literature:

With ammonium hydroxide; In water; for 5h; Ambient temperature;

DOI:10.1055/s-1991-26610

Reference yield:

C12H13NO6*(x)H3N → N-carbobenzoxy-L-aspartic acid amide (23632-73-7,2799-12-4)

Guidance literature:

With Bacillus licheniformis serine endoprotease; ammonia; In 1,4-dioxane; N,N-dimethyl-formamide; tert-butyl alcohol; at 50 ℃; for 16h; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.tetlet.2012.05.039

Reference yield:

(S)-4-Carboxymethyl-oxazolidine-3-carboxylic acid benzyl ester → N-carbobenzoxy-L-aspartic acid amide (23632-73-7,2799-12-4)

Guidance literature:

With ammonia; In methanol; for 8h; Yield given; Ambient temperature;

DOI:10.1016/0960-894X(96)00220-X

upstream raw materials:

(S)-3-(benzyloxycarbonylamino)-4-ethoxy-4-oxobutanoic acid

N²-benzyloxycarbonyl-DL-isoasparagine

N-benzyloxycarbonyl-L-aspartic acid anhydride

N-Cbz-L-Asp

Downstream raw materials:

S-benzyl-N-(N²-benzyloxycarbonyl-L-isoasparaginyl)-L-cysteine benzyl ester

Carbobenzoxy-β-cyan-β-L-alanin

(S)-methyl 3-(benzyloxycarbonylamino)-3-cyanopropanoate

C₆₀H₆₉Cl₆N₃O₂₄

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