(R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid

Base Information

• Chemical Name: (R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid
• CAS No.: 156881-63-9
• Molecular Formula: C12H21 N O4
• Molecular Weight: 243.303
• Hs Code.: 29225090
• DSSTox Substance ID: DTXSID80442146
• Mol file: 156881-63-9.mol

Synonyms:156881-63-9;Boc-D-Cyclopentylglycine;(R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid;(2R)-2-cyclopentyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic Acid;boc-(r)-2-cyclopentylglycine;SCHEMBL6820204;DTXSID80442146;(R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylaceticacid;MFCD00671402;AKOS016842479;AS-50412;CS-0154584;P10139;EN300-6472344;A883534;(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopentylacetic acid;N-alpha-t-Butyloxycarbonyl-D-cyclopentylglycine (Boc-D-Gly(cPent)-OH);Cyclopentaneacetic acid, alpha-[[(1,1-dimethylethoxy)carbonyl]amino]-, (alphaR)-

Chemical Property of (R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 363.193oC at 760 mmHg
• PKA: 4.06±0.10(Predicted)
• Flash Point: 173.453oC
• PSA: 75.63000
• Density: 1.139g/cm3
• LogP: 2.54540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

97% ^*data from raw suppliers

Boc-(R)-2-cyclopentylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C1CCCC1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](C1CCCC1)C(=O)O

Technology Process of (R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid

There total 3 articles about (R)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic 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: 81.5%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-cyclopentyl glycine (2521-86-0,2521-82-6) → (R)-2-((tertbutoxycarbonyl)amino)-2-cyclopentylacetic acid (156881-63-9)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 15h; Ambient temperature;

DOI:10.1021/jm950716i

Reference yield:

((R)-1-Cyclopentyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester (188347-99-1) → (R)-2-((tertbutoxycarbonyl)amino)-2-cyclopentylacetic acid (156881-63-9)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

DOI:10.1016/S0040-4020(96)01077-0

Reference yield:

C26H43N3O10 → (R)-2-((tertbutoxycarbonyl)amino)-2-cyclopentylacetic acid (156881-63-9)

Guidance literature:

With potassium hydroxide; potassium permanganate; In water; tert-butyl alcohol; Ambient temperature;

DOI:10.1016/S0040-4020(96)01077-0

upstream raw materials:

di-tert-butyl dicarbonate

(2R)-cyclopentyl glycine

((R)-1-Cyclopentyl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester

Downstream raw materials:

(S)-2-{(R)-2-[((S)-1-{(R)-2-[(R)-2-Benzyloxycarbonylamino-3-(2-methyl-1H-indol-3-yl)-propionylamino]-3-methoxycarbonyl-propionyl}-pyrrolidine-2-carbonyl)-amino]-2-cyclopentyl-acetylamino}-4-methyl-pentanoic acid benzyl ester

(S)-2-((R)-2-{[(S)-1-((R)-2-tert-Butoxycarbonylamino-3-methoxycarbonyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-2-cyclopentyl-acetylamino)-4-methyl-pentanoic acid benzyl ester

(S)-2-({(R)-[((S)-Benzyloxycarbonyl-cyclopropyl-methyl)-carbamoyl]-cyclopentyl-methyl}-carbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-2-{[(R)-((S)-1-Benzyloxycarbonyl-3-methyl-butylcarbamoyl)-cyclopentyl-methyl]-carbamoyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

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