4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid

Base Information

• Chemical Name: 4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid
• CAS No.: 83349-20-6
• Molecular Formula: C₁₂H₁₅NO₅
• Molecular Weight: 253.255
• European Community (EC) Number: 970-612-9
• Mol file: 83349-20-6.mol

Synonyms:83349-20-6;4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid;Z-4-AMINO-3-HYDROXYBUTYRIC ACID;118125-41-0;3-hydroxy-4-(phenylmethoxycarbonylamino)butanoic acid;4-{[(BENZYLOXY)CARBONYL]AMINO}-3-HYDROXYBUTANOIC ACID;SCHEMBL222634;FHBQZMZFAJJFDA-UHFFFAOYSA-N;MFCD00191057;AKOS027359848;AS-69406;CS-0035826;4-benzyloxycarbonylamino-3-hydroxy-butyric acid;W12739;EN300-6747328;4-(benzyloxycarbonylamino)-3-hydroxybutanoic acid;4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoicacid

Chemical Property of 4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid

Chemical Property:

• Boiling Point: 509.7±50.0 °C(Predicted)
• PKA: 4.30±0.10(Predicted)
• Density: 1.311±0.06 g/cm3(Predicted)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 253.09502258
• Heavy Atom Count: 18
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Z-4-Amino-3-hydroxybutyricacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCC(CC(=O)O)O

Technology Process of 4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid

There total 1 articles about 4-(((Benzyloxy)carbonyl)amino)-3-hydroxybutanoic acid 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: 84.0%

DL-4-amino-3-hydroxybutyric acid (924-49-2,352-21-6) + benzyl chloroformate (501-53-1,94274-21-2) → 4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid (83349-20-6,118125-41-0)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 0 - 5 ℃;

Reference yield: 79.0%

4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid (83349-20-6,118125-41-0) → (S)-4-amino-3-hydroxybutanoic acid (7013-05-0,352-21-6) + (R)-4-Amino-3-hydroxybutanoic acid (7013-07-2,352-21-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 0.5h; Ambient temperature;

DOI:10.1055/s-1989-27410

Reference yield: 70.0%

4-nitrobenzyl chloride (100-14-1) + 4-<(Benzyloxycarbonyl)amino>-3-hydroxybutanoic acid (83349-20-6,118125-41-0) → p-Nitrobenzyl (N-benzyloxycarbonyl-4-amino-3-hydroxy)butyrate (160246-01-5)

Guidance literature:

With triethylamine; In ethyl acetate; for 8h; Heating;

upstream raw materials:

DL-4-amino-3-hydroxybutyric acid

benzyl chloroformate

Downstream raw materials:

p-Nitrobenzyl (N-benzyloxycarbonyl-4-amino-3-hydroxy)butyrate

(S)-4-amino-3-hydroxybutanoic acid

(R)-4-Amino-3-hydroxybutanoic acid

methyl (RS)-<4-(benzyloxycarbonyl)amino>-3-hydroxybutyrate