(3-Oxo-propyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (3-Oxo-propyl)-carbamic acid tert-butyl ester
• CAS No.: 58885-60-2
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.212
• Hs Code.: 2924199090
• European Community (EC) Number: 814-934-9
• DSSTox Substance ID: DTXSID701347343
• Nikkaji Number: J1.264.900B
• Mol file: 58885-60-2.mol

Synonyms:58885-60-2;Tert-butyl N-(3-oxopropyl)carbamate;(3-Oxo-propyl)-carbamic acid tert-butyl ester;TERT-BUTYL (3-OXOPROPYL)CARBAMATE;(3-OXOPROPYL)CARBAMIC ACID TERT-BUTYL ESTER;tert-Butyl 3-oxopropylcarbamate;3-(Boc-amino)propanal;MFCD08059952;Carbamic acid, (3-oxopropyl)-, 1,1-dimethylethyl ester;N-Boc-3-aminopropanal;N-Boc-3-amino-propanal;SCHEMBL8004;Boc-NH-(CH2)2-CHO;3-t-butoxycarbonylaminopropanal;t-Butyl (3-oxopropyl)carbamate;tert-butyl 2-formylethylcarbamate;MLDSDVASYUUDLT-UHFFFAOYSA-N;DTXSID701347343;AMY33471;t-butyl-N-(3-oxopropyl)-carbamate;3-(tert-Butoxycarbonylamino)propanal;tert-butyl-n-(3-oxopropyl)carbamate;MFCD00801166;AKOS005215872;AB43166;3-tert-butoxycarbonylaminopropionaldehyde;TERT-BUTYL(3-OXOPROPYL)CARBAMATE;3-(tert-butoxycarbonylamino)propionaldehyde;(3-oxo-propyl)-carbamic acid t-butyl ester;Boc-beta-Ala-PAM resin (100-200 mesh);CS-0108758;FT-0700073;N-t-butyloxycarbonyl-3-amino-propionaldehyde;(3-Oxo-propyl)-carbamic acid-tert-butylester;(3-oxopropyl)-carbamic acid tert-butyl ester;EN300-113525;(3-OXO-PROPYL)-CARBAMICACIDTERT-BUTYLESTER;A852347;N-(TERT-BUTOXYCARBONYL)-3-AMINO-PROPIONALDEHYDE;Boc-beta-Ala-PAM resin, extent of labeling: ~0.5 mmol/g loading;Boc-b-alanine Merrifield resin mesh size: 100-200, substitution: 0.9 meq/g;1% DVB;Boc-b-alanine 4-oxymethylphenylacetamidomethyl resin Mesh Size 100-200, Substitution 0.3-0.8 meq/g, 1% DVB

Chemical Property of (3-Oxo-propyl)-carbamic acid tert-butyl ester

Chemical Property:

• Boiling Point: 75-80 °C(Press: 0.1 Torr)
• PKA: 12.29±0.46(Predicted)
• PSA: 55.40000
• Density: 1.017
• LogP: 1.49100
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

(3-Oxopropyl)carbamicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCC=O
• Uses: (3-Oxopropyl)carbamic Acid tert-Butyl Ester is a reactant used to prepare pyrrolotriazine-4-one based Eg5 inhibitors. It is also used to synthesize 11-alkylideneindenoisoquinolines as topoisomerase I inhibitors.

Technology Process of (3-Oxo-propyl)-carbamic acid tert-butyl ester

There total 19 articles about (3-Oxo-propyl)-carbamic acid tert-butyl ester 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%

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; sodium hydrogencarbonate; tetrabutyl-ammonium chloride; potassium carbonate; In chloroform; at 20 ℃; for 2h;

DOI:10.1021/jm0308702

Reference yield: 98.0%

1-(tert-butyloxycarbonylamino)-3,3-diethoxypropane (153815-24-8) → N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2)

Guidance literature:

With acetic acid; In water; at 20 ℃; for 4h;

DOI:10.1002/cmdc.201000326

Reference yield: 97.0%

[2-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (142570-56-7) → N-(tert-butoxycarbonyl)-3-aminopropanal (58885-60-2)

Guidance literature:

[2-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at -10 ℃; for 0.166667 - 0.333333h;

With potassium hydrogensulfate; In tetrahydrofuran; diethyl ether; water; for 0.25h;

upstream raw materials:

N-tert-butoxycarbonyl-3-aminopropanol

1-(tert-butyloxycarbonylamino)-3,3-diethoxypropane

[2-(methoxy-methyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

oxalyl dichloride

Downstream raw materials:

N'-[3-tert-Butoxycarbonylamino-prop-(E)-ylidene]-hydrazinecarboxylic acid benzyl ester

Boc-3-aminopropanal-benzoylhydrazon

3-(tert-butoxycarbonylamino)propanol-O-benzyloxime

N-δ-Boc-N-α-dibenzyl-3-hydroxy-DL-ornithine tert-butyl ester

Refernces

• 1、 Ryckebusch, Adina,Debreu-Fontaine, Marie-Ange,Mouray, Elisabeth,Grellier, Philippe,Sergheraert, Christian,Melnyk, Patricia. "Synthesis and antimalarial evaluation of new N1-(7-chloro-4- quinolyl)-1,4-bis(3-aminopropyl)piperazine derivatives". . p. 297 - 302. Retrieved 2005.
• 2、 Connon, Stephen J.,Ghanim, Magda,Kelly, Vincent P.,McDonnell, Ciara M.,Mike Southern, J.. "De-novo designed β-lysine derivatives can both augment and diminish the proliferation rates of E. coli through the action of Elongation Factor P". . . Retrieved 2022/01/24.
• 3、 -. "Novel method for synthesizing 2-(1-methylimidazole-5-yl) ethylamine hydrochloride". Paragraph 0051; 0054-0055; 0060; 0063-0064. . Retrieved 2021/04/28.