2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic acid

Base Information

• Chemical Name: 2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic acid
• CAS No.: 182120-90-7
• Molecular Formula: C10H14 N2 O5
• Molecular Weight: 242.232
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70463426
• Nikkaji Number: J2.154.530I
• Wikidata: Q82288301
• Mol file: 182120-90-7.mol

Synonyms:182120-90-7;2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic acid;2-(Aminomethyl)-1,3-oxazole-4-carboxylic acid, 2-BOC protected;2-((TERT-BUTOXYCARBONYLAMINO)METHYL)OXAZOLE-4-CARBOXYLIC ACID;2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-1,3-oxazole-4-carboxylic Acid;2-[(tert-Butoxycarbonylamino)methyl]oxazole-4-carboxylic acid;2-[N-(TERT-BUTOXYCARBONYL)AMINOMETHYL]OXAZOLE-4-CARBOXYLIC ACID;2-([(tert-Butoxycarbonyl)amino]methyl)-1,3-oxazole-4-carboxylic acid;2-{[(tert-Butoxycarbonyl)amino]methyl}-1,3-oxazole-4-carboxylic acid;2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid;4-Oxazolecarboxylic acid, 2-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-;AKUIDVVQFDMLAW-UHFFFAOYSA-N;SCHEMBL3586130;DTXSID70463426;MFCD08236858;AKOS023553189;AB44190;PS-11102;EN300-1071301;F1901-0235;Z1505698748;2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylicacid

Chemical Property of 2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.33E-07mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 414.2°C at 760 mmHg
• Flash Point: 204.3°C
• PSA: 101.66000
• Density: 1.28g/cm³
• LogP: 1.78840
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 242.09027155
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(Aminomethyl)-1,3-oxazole-4-carboxylic acid, 2-Boc protected ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1=NC(=CO1)C(=O)O

Technology Process of 2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic acid

There total 9 articles about 2-(((tert-Butoxycarbonyl)amino)methyl)oxazole-4-carboxylic 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: 100.0%

→ 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid (182120-90-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 48h;

Reference yield: 96.0%

methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylate (182120-89-4) → 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid (182120-90-7)

Guidance literature:

With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1039/b802477d

Reference yield:

methyl (tert-butoxycarbonyl)glycyl-L-serinate (83661-73-8) → 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylic acid (182120-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylamino-sulfur trifluoride / dichloromethane / -78 °C

1.2: 0 °C

2.1: water; sodium hydroxide / tetrahydrofuran

With diethylamino-sulfur trifluoride; water; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol102916b

upstream raw materials:

methyl 2-({[(tert-butoxy)carbonyl]amino}methyl)-1,3-oxazole-4-carboxylate

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)glycine

2-tert-butoxycarbonylaminoacetimidic acid ethyl ester

Refernces

• 1、 Oberheide, Ansgar,Pflanze, Sebastian,Stallforth, Pierre,Arndt, Hans-Dieter. "Solid-Phase-Based Total Synthesis and Stereochemical Assignment of the Cryptic Natural Product Aurantizolicin". supporting information. p. 729 - 732. Retrieved 2019/01/21.
• 2、 Thompson, Robert E.,Jolliffe, Katrina A.,Payne, Richard J.. "Total synthesis of Microcin B17 via a fragment condensation approach". supporting information; experimental part. p. 680 - 683. Retrieved 2011/05/03.