(2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate

Base Information

• Chemical Name: (2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate
• CAS No.: 16948-38-2
• Molecular Formula: C17H24N2O6
• Molecular Weight: 352.387
• Hs Code.: 2924299090
• European Community (EC) Number: 241-020-1
• Nikkaji Number: J318.307F
• Mol file: 16948-38-2.mol

Synonyms:Boc-Ile-ONp;16948-38-2;(2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate;Boc-L-Isoleucine 4-nitrophenyl ester;(4-nitrophenyl) (2S,3S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;EINECS 241-020-1;p-Nitrophenyl erythro-N-(tert-butoxycarbonyl)-L-isoleucinate;SCHEMBL16284648;MFCD00038322;AKOS016003349;HY-W142146;Boc-Ile-ONp, >=98.0% (TLC);CS-0201929;A882089;J-010547;N-(tert-Butoxycarbonyl)-L-isoleucine 4-nitrophenyl ester;(2S,3S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylpentanoate;N-alpha-t-Butyloxycarbonyl-L-isoleucine p-nitrophenyl ester (Boc-L-Ile-ONp);L-Isoleucine, N-((1,1-dimethylethoxy)carbonyl)-, 4-nitrophenyl ester, erythro-

Chemical Property of (2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 487.8 °C at 760 mmHg
• PKA: 10.87±0.46(Predicted)
• Flash Point: 248.8 °C
• PSA: 110.45000
• Density: 1.172g/cm³
• LogP: 4.35370
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 352.16343649
• Heavy Atom Count: 25
• Complexity: 475

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-isoleucine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OC(C)(C)C

Technology Process of (2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate

There total 3 articles about (2S,3S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylpentanoate 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: 85.0%

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) + 4-Nitrophenyl chloroformate (7693-46-1) → N-t-butoxycarbonyl-L-isoleucine p-nitrophenyl ester (16948-38-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 6h;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → N-t-butoxycarbonyl-L-isoleucine p-nitrophenyl ester (16948-38-2)

Guidance literature:

DOI:10.1021/ja804993y

Reference yield:

→ p-nitrophenyl erythro-N-(tert-butoxycarbonyl)-L-isoleucinate (16948-38-2)

Guidance literature:

Boc-Ile, p-Nitrophenol;

DOI:10.1021/ja00814a039

upstream raw materials:

4-nitro-phenol

N-(tert-butyloxycarbonyl)-L-isoleucine

4-Nitrophenyl chloroformate

Downstream raw materials:

Boc-Ile-Leu-OBzl

N-(tert-Butyloxycarbonyl)-L-isoleucyl-glycinbenzylester

Boc-L-Ile-L-Asp(Bzl)-NH₂

4-nitrophenyl N-{[(2R)-1-methylpiperidin-2-yl]carbonyl}-L-isoleucinate