2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)acetic acid

Base Information

• Chemical Name: 2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)acetic acid
• CAS No.: 249762-02-5
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.27286
• Hs Code.: 2924299090
• European Community (EC) Number: 816-002-7
• DSSTox Substance ID: DTXSID70444396
• Wikidata: Q82262525
• Mol file: 249762-02-5.mol

Synonyms:249762-02-5;2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)acetic acid;2-(1-{[(tert-butoxy)carbonyl]amino}cyclobutyl)acetic acid;2-(1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid;2-[1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclobutyl]acetic Acid;2-(1-([(tert-Butoxy)carbonyl]amino)cyclobutyl)acetic acid;1-(Boc-amino)cyclobutaneacetic acid;MFCD13249390;(1-Aminocyclobut-1-yl)acetic acid, N-BOC protected;2-(4-(tert-Butoxycarbonylamino)-2-nitrophenyl)aceticacid;(1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid;SCHEMBL428722;{1-[(tert-butoxycarbonyl)amino]cyclobutyl}acetic acid;DTXSID70444396;NGHWWOXFYMDOPV-UHFFFAOYSA-N;1-(Boc-amino)cyclobutylacetic Acid;ZJA76202;AKOS015841533;AB93311;N-Boc-2-(1-aminocyclobutylacetic acid;TS-7102;SY195194;CS-0052331;EN300-97335;P17687;(1-tert-Butoxycarbonylamino-cyclobutyl)-acetic acid;2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)aceticacid;Z1312161446;2-(1-{[(TERT-BUTOXY)CARBONYL]AMINOCYCLOBUTYL)ACETIC ACID;Cyclobutaneacetic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-

Chemical Property of 2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)acetic acid

Chemical Property:

• Boiling Point: 381.0±11.0 °C(Predicted)
• PKA: 4.72±0.10(Predicted)
• PSA: 79.12000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.11290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

98.5% ^*data from raw suppliers

N-Boc-2-(1-aminocyclobutyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1(CCC1)CC(=O)O

Technology Process of 2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)acetic acid

There total 4 articles about 2-(1-((tert-Butoxycarbonyl)amino)cyclobutyl)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:

2-oxo-1-azaspiro[3.3]heptane-1-carboxylic acid tert-butyl ester (204132-37-6) → 2-(1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid (249762-02-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; diethyl ether; for 18h;

DOI:10.1016/S0223-5234(99)80086-5

Reference yield:

1-aza-spiro[3.3]heptan-2-one (51047-68-8) → 2-(1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid (249762-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃; 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

2: 38.84 g / aq. LiOH / tetrahydrofuran; diethyl ether / 18 h

With dmap; lithium hydroxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Carboxylation / 2: Ring cleavage;

DOI:10.1016/S0223-5234(99)80086-5

Reference yield:

methylidenecyclobutane (1120-56-5) → 2-(1-(tert-butoxycarbonylamino)cyclobutyl)acetic acid (249762-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether / -40 - 20 °C

2: aq. Na₂SO₃ / diethyl ether / 20 °C

3: NEt₃; 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 20 °C

4: 38.84 g / aq. LiOH / tetrahydrofuran; diethyl ether / 18 h

With dmap; lithium hydroxide; triethylamine; sodium sulfite; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Cycloaddition / 2: Reduction / 3: Carboxylation / 4: Ring cleavage;

DOI:10.1016/S0223-5234(99)80086-5

upstream raw materials:

2-oxo-1-azaspiro[3.3]heptane-1-carboxylic acid tert-butyl ester

1-aza-spiro[3.3]heptan-2-one

methylidenecyclobutane

Downstream raw materials:

[1-(2-hydroxy-ethyl)-cyclobutyl]-carbamic acid tert-butyl ester

tert-butyl 6,8-dioxo-5-azaspiro[3.5]nonane-5-carboxylate

(1-{2-[(3,4-chloro-phenoxy)-azetidin-1-yl]-2-oxo-ethyl}-cyclobutyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "FURO-3-CARBOXAMIDE DERIVATIVES AND METHODS OF USE". Paragraph 0609. . Retrieved 2015/08/04.
• 2、 Peschke, Bernd,Ankersen, Michael,Sehested Hansen, Birgit,Kruse Hansen, Thomas,Langeland Johansen, Nils,Lau, Jesper,Madsen, Kjeld,Petersen, Hans,Thogersen, Henning,Watson, Brett. "Synthesis and in vitro characterization of new growth hormone secretagogues derived from ipamorelin with dipeptidomimetic N-terminals". . p. 363 - 380. Retrieved 2007/10/03.