tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate

Base Information

• Chemical Name: tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate
• CAS No.: 204587-95-1
• Molecular Formula: C14H22NO3+
• Molecular Weight: 252.3288
• DSSTox Substance ID: DTXSID90427328
• Wikidata: Q82239997
• Mol file: 204587-95-1.mol

Synonyms:tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate;204587-95-1;Benzenebutanoic acid, beta-amino-alpha-hydroxy-, 1,1-dimethylethyl ester, (alphaS,betaR)-;(2S,3R)-TERT-BUTYL 3-AMINO-2-HYDROXY-4-PHENYLBUTANOATE;(2R,3S)-TERT-BUTYL 3-AMINO-2-HYDROXY-4-PHENYLBUTANOATE;DTXSID90427328;CS-0272755;EN300-23818565

Chemical Property of tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate

Chemical Property:

• Vapor Pressure: 1.08E-06mmHg at 25°C
• Boiling Point: 387.3°Cat760mmHg
• Flash Point: 188.1°C
• PSA: 72.55000
• Density: g/cm³
• LogP: 1.95930
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 251.15214353
• Heavy Atom Count: 18
• Complexity: 267

Purity/Quality:

98%Min ^*data from raw suppliers

(2S,3R)-TERT-BUTYL 3-AMINO-2-HYDROXY-4-PHENYLBUTANOATE 95.00% ^*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(C(CC1=CC=CC=C1)N)O
• Isomeric SMILES: CC(C)(C)OC(=O)[C@H]([C@@H](CC1=CC=CC=C1)N)O

Technology Process of tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate

There total 2 articles about tert-butyl (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoate 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:

(3S,αS)-tert-butyl 3-(N-benzyl-N-α-methylbenzyl)amino-2-hydroxy-4-phenylbutanoate → (2S,3S)-tert-butyl 3-amino-2-hydroxy-4-phenylbutanoate (204587-95-1,119626-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / 5320 Torr / Ambient temperature

2: NaHCO₃ / H₂O

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In water;

DOI:10.1016/S0040-4020(01)89672-1

Reference yield:

(2S,3S)-2-Hydroxy-4-phenyl-3-((S)-1-phenyl-ethylamino)-butyric acid tert-butyl ester; compound with acetic acid → (2S,3S)-tert-butyl 3-amino-2-hydroxy-4-phenylbutanoate (204587-95-1,119626-06-1)

Guidance literature:

With sodium hydrogencarbonate; In water; Yield given;

DOI:10.1016/S0040-4020(01)89672-1

Reference yield:

(2S,3S)-tert-butyl 3-amino-2-hydroxy-4-phenylbutanoate (204587-95-1,119626-06-1) → allophenylnorstatine (62023-62-5)

Guidance literature:

With trifluoroacetic acid; Ambient temperature;

DOI:10.1016/S0040-4020(01)89672-1

Downstream raw materials:

allophenylnorstatine

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