1-Benzyl 4-tert-butyl L-aspartate

Base Information

• Chemical Name: 1-Benzyl 4-tert-butyl L-aspartate
• CAS No.: 2131-29-5
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.336
• DSSTox Substance ID: DTXSID80595085
• Wikidata: Q82490025
• Mol file: 2131-29-5.mol

Synonyms:2131-29-5;1-Benzyl 4-tert-butyl L-aspartate;(S)-1-Benzyl 4-tert-butyl 2-aminosuccinate;1-O-benzyl 4-O-tert-butyl (2S)-2-aminobutanedioate;1-benzyl 4-tert-butyl (2S)-2-aminobutanedioate;SCHEMBL10974748;DTXSID80595085;(S)-1-Benzyl4-tert-butyl2-aminosuccinate;EN300-26248762

Chemical Property of 1-Benzyl 4-tert-butyl L-aspartate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 279.14705815
• Heavy Atom Count: 20
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(C(=O)OCC1=CC=CC=C1)N
• Isomeric SMILES: CC(C)(C)OC(=O)C[C@@H](C(=O)OCC1=CC=CC=C1)N

Technology Process of 1-Benzyl 4-tert-butyl L-aspartate

There total 6 articles about 1-Benzyl 4-tert-butyl L-aspartate 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%

N-(9-fluorenylmethoxycarbonyl)-L-aspartyl β-tert-butyl α-benzyl diester (117854-05-4) → (S)-1-benzyl-4-tert-butyl 2-aminosuccinate (2131-29-5)

Guidance literature:

With diethylamine; In dichloromethane;

DOI:10.1002/anie.202009092

Reference yield:

Fmoc-(tBu)Asp-OH (71989-14-5) → (S)-1-benzyl-4-tert-butyl 2-aminosuccinate (2131-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / ethyl acetate

2: 50percent Et₂NH

With diethylamine; N-ethyl-N,N-diisopropylamine; In ethyl acetate;

DOI:10.1016/S0040-4020(01)85085-7

Reference yield:

benzyl bromide (100-39-0) → (S)-1-benzyl-4-tert-butyl 2-aminosuccinate (2131-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: i-Pr₂NEt / ethyl acetate

2: 50percent Et₂NH

With diethylamine; N-ethyl-N,N-diisopropylamine; In ethyl acetate;

DOI:10.1016/S0040-4020(01)85085-7

upstream raw materials:

acetic acid tert-butyl ester

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

N-(9-fluorenylmethoxycarbonyl)-L-aspartyl β-tert-butyl α-benzyl diester

Fmoc-(tBu)Asp-OH

Downstream raw materials:

Boc-Asp(OtBu)-OBn

L-Asp(t-Bu)

Fmoc-Glu(Ot-Bu)-Asp(Ot-Bu)-OBn

1-benzyl 4-tert-butyl N-(cyclopentylcarbonyl)-L-aspartate