2-Amino-4-(tert-butoxy)-4-oxobutanoic acid

Base Information

• Chemical Name: 2-Amino-4-(tert-butoxy)-4-oxobutanoic acid
• CAS No.: 3057-74-7
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Hs Code.: 29225090
• European Community (EC) Number: 221-292-8
• Nikkaji Number: J1.380.731K
• Mol file: 3057-74-7.mol

Synonyms:L-ASP(OTBU)-OH;2-amino-4-(tert-butoxy)-4-oxobutanoic acid;146692-91-3;4-tert-Butyl hydrogen L-aspartate;EINECS 221-292-8;SCHEMBL38112;2-amino-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid;STR07158;AKOS015963149;L-Aspartic acid beta-tert.butyl ester;PB47870;AC-29751;SY023592;FT-0627710;FT-0655692;FT-0655898;EN300-119732;A820440;Piperidine,4-(3,5-dimethyl-4H-1,2,4-triazol-4-yl)-;(2S)-2-azaniumyl-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoate;(2S)-2-amino-4-tert-butoxy-4-oxo-butanoic acid;L-Aspartic acid 4-tert-butyl ester

Chemical Property of 2-Amino-4-(tert-butoxy)-4-oxobutanoic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 7.48E-05mmHg at 25°C
• Melting Point: 220 °C (dec.)
• Refractive Index: 1.475
• Boiling Point: 318.7 °C at 760 mmHg
• PKA: 2.19±0.23(Predicted)
• Flash Point: 146.5 °C
• PSA: 89.62000
• Density: 1.162 g/cm³
• LogP: 0.83040
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

L-Aspartic acid 4-tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-44-35-28-7-4

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CC(C(=O)O)N
• Uses: L-Aspartic acid 4-tert-butyl ester is a protected form of L-Aspartic acid (A790024). L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.

Technology Process of 2-Amino-4-(tert-butoxy)-4-oxobutanoic acid

There total 14 articles about 2-Amino-4-(tert-butoxy)-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: 99.0%

Z-D(tBu)-OH (5545-52-8) → L-Asp(t-Bu) (3057-74-7)

Guidance literature:

With hydrogen; palladium diacetate; pyrographite; In water; isopropyl alcohol; at 25 ℃; for 24h; under 760.051 Torr;

DOI:10.1055/s-0030-1260167

Reference yield: 99.0%

C15H19NO6 → L-Asp(t-Bu) (3057-74-7)

Guidance literature:

With hydrogen; palladium diacetate; pyrographite; In tetrahydrofuran; methanol; at 25 ℃; for 12h; under 760.051 Torr;

DOI:10.1002/chem.201001377

Reference yield: 97.0%

Fmoc-(tBu)Asp-OH (71989-14-5) → L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + L-Asp(t-Bu) (3057-74-7)

Guidance literature:

Fmoc-(tBu)Asp-OH; With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 4h;

With piperidine; In N,N-dimethyl-formamide;

DOI:10.1007/s00726-013-1625-7

upstream raw materials:

Z-L-Asp(β-O-t-Bu)-ONb

Z-D(tBu)-OH

(S)-1-benzyl-4-tert-butyl 2-aminosuccinate

(2R)-N-<(2S)-2-<amino>-3-<(tert-butyl)oxycarbonyl>propan-1-oyl>bornane-10,2-sultam

Downstream raw materials:

tert-butyl (S)-3-amino-4-(benzylamino)-4-oxobutanoate

1-benzyl 4-tert-butyl (2S)-2-(dibenzylamino)butanedioate

Boc-Asp(OtBu)-OH

Z-Gly-Asp(OBu)-OH

Refernces

• 1、 Ohsawa, Kosuke,Ochiai, Shota,Kubota, Junya,Doi, Takayuki. "Gold-Catalyzed Amide/Carbamate-Linked N, O-Acetal Formation with Bulky Amides and Alcohols". . p. 1281 - 1291. Retrieved 2021/01/14.
• 2、 Chen, Chun-Chi,Rajagopal, Basker,Liu, Xuan Yu,Chen, Kuan Lin,Tyan, Yu-Chang,Lin, Fui,Lin, Po-Chiao. "A mild removal of Fmoc group using sodium azide". . p. 367 - 374. Retrieved 2014/03/21.