(BIS-TERT-BUTOXYCARBONYLMETHYL-AMINO)-ACETIC ACID

Base Information

• Chemical Name: (BIS-TERT-BUTOXYCARBONYLMETHYL-AMINO)-ACETIC ACID
• CAS No.: 171557-31-6
• Molecular Formula: C14H25NO6
• Molecular Weight: 303.356
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID00441555
• Nikkaji Number: J2.547.302G
• Mol file: 171557-31-6.mol

Synonyms:2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]acetic acid;

Chemical Property of (BIS-TERT-BUTOXYCARBONYLMETHYL-AMINO)-ACETIC ACID

Chemical Property:

• Melting Point: 85-87°C
• Boiling Point: 399.2±37.0 °C(Predicted)
• PKA: 1.96±0.10(Predicted)
• PSA: 93.14000
• Density: 1.129
• LogP: 1.05640
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 303.16818752
• Heavy Atom Count: 21
• Complexity: 361

Purity/Quality:

98% ^*data from raw suppliers

2-(bis(2-(tert-Butoxy)-2-oxoethyl)amino)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CN(CC(=O)O)CC(=O)OC(C)(C)C

Technology Process of (BIS-TERT-BUTOXYCARBONYLMETHYL-AMINO)-ACETIC ACID

There total 5 articles about (BIS-TERT-BUTOXYCARBONYLMETHYL-AMINO)-ACETIC 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: 97.0%

(Benzyloxycarbonylmethyl-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester (171557-57-6) → 2-[bis(2-tert-butoxy-2-oxoethyl)amino]acetic acid (171557-31-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.04.096

Reference yield:

C15H27NO6 (1351397-24-4) → 2-[bis(2-tert-butoxy-2-oxoethyl)amino]acetic acid (171557-31-6)

Guidance literature:

With lithium hydroxide; In methanol; at 50 ℃; for 1h;

DOI:10.1039/c2ra22460g

Reference yield:

bis(tert-butoxycarbonylmethyl)aminoacetic acid benzyl ester → 2-[bis(2-tert-butoxy-2-oxoethyl)amino]acetic acid (171557-31-6)

Guidance literature:

In methanol;

upstream raw materials:

(Benzyloxycarbonylmethyl-tert-butoxycarbonylmethyl-amino)-acetic acid tert-butyl ester

t-butyl iodoacetate

bromoacetic acid tert-butyl ester

C₁₅H₂₇NO₆

Downstream raw materials:

C₃₂H₅₂N₂O₁₁

C₃₄H₅₅N₅O₁₀

Refernces

• 1、 Takahira, Ikuko,Fuchida, Hirokazu,Tabata, Shigekazu,Shindo, Naoya,Uchinomiya, Shohei,Hamachi, Itaru,Ojida, Akio. "Design of a binuclear Ni(II)-iminodiacetic acid (IDA) complex for selective recognition and covalent labeling of His-tag fused proteins". supporting information. p. 2855 - 2858. Retrieved 2014/06/10.
• 2、 Lee, Byung Chul,Moon, Byung Seok,Kim, Ji Sun,Jung, Jae Ho,Park, Hyun Soo,Katzenellenbogen, John A.,Kim, Sang Eun. "Synthesis and biological evaluation of RGD peptides with the 99mTc/188Re chelated iminodiacetate core: Highly enhanced uptake and excretion kinetics of theranostics against tumor angiogenesis". . p. 782 - 792. Retrieved 2013/04/10.