(R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Base Information

• Chemical Name: (R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate
• CAS No.: 16159-70-9
• Molecular Formula: C20H22 N2 O6
• Molecular Weight: 386.404
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50426953
• Nikkaji Number: J1.385.988D
• Wikidata: Q82239732
• Mol file: 16159-70-9.mol

Synonyms:Boc-D-Phe-ONp;16159-70-9;(R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate;Boc-D-phenylalanine-onp;Boc-D-phenylalanine 4-nitrophenyl ester;(4-nitrophenyl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoate;SCHEMBL495975;DTXSID50426953;(R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)-amino)-3-phenylpropanoate;MFCD00069874;AKOS016843138;D-Boc-phenylalanine p-nitrophenyl ester;AS-10592;N-Boc-D-phenylalanine 4-nitrophenyl ester;CS-0154573;F10670;J-009848;4-nitrophenyl (tert-butoxycarbonyl)-d-phenylalaninate;N-(tert-Butoxycarbonyl)-D-phenylalanine 4-nitrophenyl ester;(R)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-phenylpropanoate;N-alpha-t-Butyloxycarbonyl-D-phenylalanine p-nitrophenyl ester (Boc-D-Phe-ONp)

Chemical Property of (R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 1.67E-12mmHg at 25°C
• Melting Point: 128.0-128.5 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.567
• Boiling Point: 558.4°C at 760 mmHg
• PKA: 10.83±0.46(Predicted)
• Flash Point: 291.5°C
• PSA: 110.45000
• Density: 1.24g/cm³
• LogP: 4.55030
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 386.14778643
• Heavy Atom Count: 28
• Complexity: 540

Purity/Quality:

98%min ^*data from raw suppliers

Boc-D-phenylalanine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=CC=C1)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate

There total 1 articles about (R)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate 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:

N-tert-butoxycarbonylphenylalanine p-nitrophenyl ester (19901-44-1) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + Boc-D-Phe-OH (18942-49-9) + N-tert-butoxycarbonyl D-phenylalanine p-nitrophenyl ester (16159-70-9)

Guidance literature:

With 1H-imidazole; phosphate buffer; apomyoglobin; In 1,4-dioxane; at 4 ℃; pH=7.0; Enzyme kinetics;

DOI:10.1039/b008403o

Reference yield: 95.3%

N-tert-butoxycarbonyl D-phenylalanine p-nitrophenyl ester (16159-70-9) + methylamine (74-89-5) → N-Boc-D-phenylalanine-N-methylamide (111258-71-0)

Guidance literature:

In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/jm010253i

Reference yield: 94.0%

Ala-OtBu (21691-50-9) + N-tert-butoxycarbonyl D-phenylalanine p-nitrophenyl ester (16159-70-9) → (S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid tert-butyl ester

Guidance literature:

In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1055/s-1997-1232

upstream raw materials:

N-tert-butoxycarbonylphenylalanine p-nitrophenyl ester

Downstream raw materials:

boc-Phe-Met-OH

4-nitro-phenol

Boc-D-Phe-OH

(R)-tert-butyl (1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)carbamate

Refernces