1-tert-Butoxycarbonylamino-cycloheptanecarboxylic acid

Base Information

• Chemical Name: 1-tert-Butoxycarbonylamino-cycloheptanecarboxylic acid
• CAS No.: 199330-56-8
• Molecular Formula: C13H23NO4
• Molecular Weight: 257.33
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID40363686
• Wikidata: Q82147434
• Mol file: 199330-56-8.mol

Synonyms:199330-56-8;1-tert-Butoxycarbonylamino-cycloheptanecarboxylic acid;Boc-1-amino-1-cycloheptanecarboxylic acid;1-[(2-methylpropan-2-yl)oxycarbonylamino]cycloheptane-1-carboxylic Acid;1-(Boc-amino)cycloheptanecarboxylic acid;MFCD03426130;1-((tert-butoxycarbonyl)amino)cycloheptanecarboxylic acid;1-tert-butoxycarbonylaminocycloheptanecarboxylic acid;SCHEMBL1012064;DTXSID40363686;1-[(tert-butoxycarbonyl)amino]cycloheptane-1-carboxylic acid;1-{[(tert-butoxy)carbonyl]amino}cycloheptane-1-carboxylic acid;AKOS005145881;AB91115;Boc-1-amino-1-cycloheptanecarboxylicacid;AS-30195;SY073968;FT-0651414;EN300-319252;Q-103569;Z385442646;1-Aminocycloheptanecarboxylic acid, N-BOC protected (Boc-Ac7c-OH);Cycloheptanecarboxylic acid, 1-[[(1,1-dimethylethoxy)carbonyl]amino]-

Chemical Property of 1-tert-Butoxycarbonylamino-cycloheptanecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.03E-07mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 405.6 °C at 760 mmHg
• PKA: 4.05±0.20(Predicted)
• Flash Point: 199.1 °C
• PSA: 75.63000
• Density: 1.11 g/cm³
• LogP: 3.07960
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 257.16270821
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

Boc-1-amino-cycloheptane carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1(CCCCCC1)C(=O)O

Technology Process of 1-tert-Butoxycarbonylamino-cycloheptanecarboxylic acid

There total 3 articles about 1-tert-Butoxycarbonylamino-cycloheptanecarboxylic 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:

di-tert-butyl dicarbonate (24424-99-5) + 1-aminocycloheptane-1-carboxylic acid (6949-77-5) → 1-(tert-butoxycarbonylamino) cycloheptanecarboxylic acid (199330-56-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 12h; Ambient temperature;

DOI:10.1021/ja962905b

Reference yield:

1,3-diaza-spiro[4.6]undecane-2,4-dione (707-16-4) → 1-(tert-butoxycarbonylamino) cycloheptanecarboxylic acid (199330-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 72 h / Heating

2: aq. NaOH / dioxane / 12 h / Ambient temperature

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/ja962905b

Reference yield:

cycloheptanone (502-42-1) → 1-(tert-butoxycarbonylamino) cycloheptanecarboxylic acid (199330-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium carbonate / aq. ethanol / 55 - 60 °C

2: aq. NaOH / 72 h / Heating

3: aq. NaOH / dioxane / 12 h / Ambient temperature

With ammonium carbonate; sodium hydroxide; In 1,4-dioxane; ethanol;

DOI:10.1021/ja962905b

upstream raw materials:

di-tert-butyl dicarbonate

1-aminocycloheptane-1-carboxylic acid

1,3-diaza-spiro[4.6]undecane-2,4-dione

cycloheptanone

Downstream raw materials:

(S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

Refernces

• 1、 Palacin, Serge,Chin, Donovan N.,Simanek, Eric E.,MacDonald, John C.,Whitesides, George M.,McBride, Mary T.,Palmore, G. Tayhas R.. "Hydrogen-bonded tapes based on symmetrically substituted diketopiperazines: A robust structural motif for the engineering of molecular solids". . p. 11807 - 11816. Retrieved 2007/10/03.