(S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate

Base Information

• Chemical Name: (S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate
• CAS No.: 17543-17-8
• Molecular Formula: C22H24 N2 O8
• Molecular Weight: 444.43
• DSSTox Substance ID: DTXSID20576752
• Nikkaji Number: J82.639A
• Wikidata: Q82466611
• Mol file: 17543-17-8.mol

Synonyms:17543-17-8;Z-ASP(OTBU)-ONP;Z-L-Asp(tBu)-ONp;(S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate;4-O-tert-butyl 1-O-(4-nitrophenyl) (2S)-2-(phenylmethoxycarbonylamino)butanedioate;(S)-4-tert-Butyl 1-(4-nitrophenyl)-2-(((benzyloxy)carbonyl)amino)succinate;KAURUWJRWPNSJD-SFHVURJKSA-N;DTXSID20576752;MFCD00235866;AKOS016003410;4-(2-Methyl-2-propanyl) 1-(4-nitrophenyl) N-[(benzyloxy)carbonyl]-L-aspartate;J-011110;Z-L-Aspartic acid beta-t-butyl ester alpha-4-nitrophenyl ester;4-tert-Butyl 1-(4-nitrophenyl) N-[(benzyloxy)carbonyl]-L-aspartate;(S)-4-tert-butyl 1-(4-nitrophenyl) 2-(benzyloxycarbonylamino)succinate;N-alpha-Benzyloxycarbonyl-L-aspartic acid alpha-p-nitrophenyl beta-t-butyl ester;L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-(1,1-dimethylethyl) 1-(4-nitrophenyl) ester;N-alpha-BenZyloxycarbonyl-L-aspartic acid alpha-p-nitrophenyl beta-t-butyl ester (CbZ-L-Asp(tBu)-ONp)

Chemical Property of (S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate

Chemical Property:

• PSA: 136.75000
• LogP: 4.44110
• Storage Temp.: -15°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 444.15326573
• Heavy Atom Count: 32
• Complexity: 656

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-4-tert-Butyl 1-(4-nitrophenyl)-2-(((benzyloxy)carbonyl)amino)succinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)C[C@@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2

Technology Process of (S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate

There total 2 articles about (S)-4-tert-Butyl 1-(4-nitrophenyl) 2-(((benzyloxy)carbonyl)amino)succinate 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:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Z-D(tBu)-OH (5545-52-8) → (benzyloxycarbonyl)-L-aspartic acid β-tert-butyl-α-p-nitrophenyl ester (17543-17-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-[(phenylmethoxy)carbonyl]-D-aspartic acid,1,1-dimethylethyl ester (3588-56-5) → Benzyloxycarbonyl-asparaginsaeure-α-p-nitrophenylester-β-tert.butylester (17543-17-8,80889-13-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate;

Reference yield:

C16H29N5O7 + (benzyloxycarbonyl)-L-aspartic acid β-tert-butyl-α-p-nitrophenyl ester (17543-17-8) → Z-Asp(OBut)-Glu(OBut)-Arg-OH

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 15h;

upstream raw materials:

4-nitro-phenol

N-[(phenylmethoxy)carbonyl]-D-aspartic acid,1,1-dimethylethyl ester

Z-D(tBu)-OH

Downstream raw materials:

Z-Asp(OBu^t)-Phe-NH₂

H-Asp(O-tBu)-Phe-NH₂

Boc-Ala-Asp(O-t-Bu)-Phe-NH₂

Boc-Phe-Asp(O-t-Bu)-Phe-NH₂

Refernces