(R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

Base Information

• Chemical Name: (R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid
• CAS No.: 77004-75-2
• Molecular Formula: C13H23NO6
• Molecular Weight: 289.329
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID50427147
• Nikkaji Number: J304.861F
• Wikidata: Q72448558
• Mol file: 77004-75-2.mol

Synonyms:77004-75-2;Boc-d-asp-otbu;(R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid;N-Boc-D-aspartic acid 1-(tert-butyl) ester;(R)-4-(tert-Butoxy)-3-(Boc-amino)-4-oxobutanoic Acid;(3R)-4-[(2-methylpropan-2-yl)oxy]-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid;MFCD00236827;SCHEMBL4279525;DTXSID50427147;AMY31425;AKOS016843194;CS-W005550;DS-15334;Boc-D-aspartic acid alpha -tert-butyl ester;EN300-1657608;A846485;N-(tert-Butyloxycarbonyl)-D-aspartic acid 1-tert-butyl ester;(3R)-4-(tert-butoxy)-3-{[(tert-butoxy)carbonyl]amino}-4-oxobutanoic acid;(R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoicacid

Chemical Property of (R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

Chemical Property:

• Boiling Point: 429 °C at 760 mmHg
• PKA: 4.13±0.19(Predicted)
• Flash Point: 213.3 °C
• PSA: 101.93000
• Density: 1.139 g/cm³
• LogP: 2.08700
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 289.15253745
• Heavy Atom Count: 20
• Complexity: 377

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-D-aspartic acid alpha-tert-butyl ester ^*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(CC(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H](CC(=O)O)NC(=O)OC(C)(C)C
• Uses: N-Boc-D-aspartic Acid 1-tert-Butyl Ester is used in the preparation of optically pure fluoroglutamines and their 18F-labeled derivatives as metabolic imaging agents for tumors. It is also used to synthesize 4-methoxy-7-nitroindolinyl-D-aspartate, a photolabile caged compd. for selective activation of glutamate transporters and N-Me-D-aspartate receptors in brain tissue.

Technology Process of (R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

There total 3 articles about (R)-4-(tert-butoxy)-3-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid 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:

C14H25NO6 → N-tert-butoxycarbonyl-(RS)-aspartic acid α-tert-butyl ester (34582-32-6,77004-75-2)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1134/S1070428018100251

Reference yield:

2-Amino-succinic acid 1-tert-butyl ester 4-methyl ester (126181-44-0) → N-tert-butoxycarbonyl-(RS)-aspartic acid α-tert-butyl ester (34582-32-6,77004-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 20 °C

2: lithium hydroxide; water / tetrahydrofuran / 0 - 20 °C

With water; triethylamine; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1134/S1070428018100251

Reference yield:

→ N-tert-butoxycarbonyl-(RS)-aspartic acid α-tert-butyl ester (34582-32-6,77004-75-2)

Guidance literature:

Aspartat (VII), tert-Butyl-azidoformat, DMSO;

DOI:10.1021/jo00868a025

upstream raw materials:

2-Amino-succinic acid 1-tert-butyl ester 4-methyl ester

Downstream raw materials:

(2R,4R)-tert-butyl-2-(tert-butoxycarbonylamino)-4-fluoro-5-oxo-5-(2,4,6-trimethoxybenzylamino)pentanoate

C₂₆H₃₉ClN₂O₁₀

C₂₄H₃₈N₂O₉

C₂₄H₃₈N₂O₉

Refernces