(S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate

Base Information

• Chemical Name: (S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate
• CAS No.: 16948-40-6
• Molecular Formula: C16H22N2O6
• Molecular Weight: 338.36
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60427032
• Nikkaji Number: J1.031.425I
• Wikidata: Q82239796
• Mol file: 16948-40-6.mol

Synonyms:Boc-Val-ONp;16948-40-6;(S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate;Boc-L-Valine 4-nitrophenyl ester;(4-nitrophenyl) (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate;Boc-L-Val-ONp;SCHEMBL7341887;DTXSID60427032;ALJZEMRUAOJSPP-ZDUSSCGKSA-N;MFCD00076995;AKOS016003498;N-(tert-Butoxycarbonyl)-L-valine 4-nitrophenyl ester;(S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate;N-alpha-t-Butyloxycarbonyl-L-valine p-nitrophenyl ester (Boc-L-Val-ONp)

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

Chemical Property:

• Boiling Point: 476.8±30.0 °C(Predicted)
• PKA: 10.78±0.46(Predicted)
• PSA: 110.45000
• Density: 1.191±0.06 g/cm3(Predicted)
• LogP: 3.96360
• Storage Temp.: -15°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 338.14778643
• Heavy Atom Count: 24
• Complexity: 458

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 3 articles about (S)-4-Nitrophenyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate 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: 64.0%

t-Boc-L-valine (13734-41-3) + 4-Nitrophenyl chloroformate (7693-46-1) → (S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate (16948-40-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere; Cooling with ice;

Reference yield: 29.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + t-Boc-L-valine (13734-41-3) → (S)-4-nitrophenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate (16948-40-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In acetonitrile; Inert atmosphere;

Reference yield:

→ Boc-DL-Val-ONP (16948-40-6,60079-03-0)

Guidance literature:

Boc-DL-Val, p-Nitrophenol;

DOI:10.1021/ja00814a039

upstream raw materials:

4-nitro-phenol

t-Boc-L-valine

4-Nitrophenyl chloroformate

Downstream raw materials:

Boc-Val-Thr-Leu-Asp(OBzl)-Leu-Arg(NO₂)-Tyr-OMe

4-nitro-phenol

t-Boc-L-valine

Boc-Val-His(Bom)-OOde