(1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid
• CAS No.: 489446-85-7
• Molecular Formula: C11H19NO4
• Molecular Weight: 229.276
• Hs Code.: 29221985
• DSSTox Substance ID: DTXSID20363705
• Nikkaji Number: J1.794.427D
• Wikidata: Q72448027
• Mol file: 489446-85-7.mol

Synonyms:489446-85-7;(1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid;(1R,3R)-N-Boc-1-aminocyclopentane-3-carboxylic acid;(1R,3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylic acid;trans-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid;1245614-69-0;(trans)-3-[(tert-Butoxycarbonyl)amino]cyclopentanecarboxylic acid;ST50825796;trans-3-Boc-amino-cyclopentanecarboxylic acid;(1R,3R)-3-Boc-amino-cyclopentanecarboxylic acid;(1R,3R)-3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid;SCHEMBL1299320;(1R,3R)-3-{[(tert-butoxy)carbonyl]amino}cyclopentane-1-carboxylic acid;rel-(1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentane-1-carboxylic acid;DTXSID20363705;AMY21409;MFCD02259727;MFCD14279336;AKOS016844342;CS-W021060;DS-6828;P16396;W10211;(1R,3R)-N-Boc-3-AMinocyclopentanecarboxylic acid;A871854;(1R,3R)-3-(BOC-amino)cyclopentanecarboxylic acid;(1R,3R)-3-tert-butoxycarbonylamino-cyclopentanecarboxylic acid;trans-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylicacid;(1R,3R)-N-Boc-1-aminocyclopentane-3-carboxylic acid,98% e.e.;(1R)-3alpha-(tert-Butoxycarbonylamino)-1beta-cyclopentanecarboxylic acid;(1R,3R)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid;trans(1R,3R)-3-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid;(1R,3R)-3-{[(TERT-BUTOXY)CARBONYL]AMINOCYCLOPENTANE-1-CARBOXYLIC ACID

Chemical Property of (1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

Chemical Property:

• Melting Point: 117.3oC
• Boiling Point: 382.5±31.0 °C(Predicted)
• PKA: 4.62±0.40(Predicted)
• PSA: 75.63000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.15530
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

97% ^*data from raw suppliers

(1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCC(C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H]1CC[C@H](C1)C(=O)O
• Uses: (1R,3R)-N-BOC-1-AMINOCYCLOPENTANE-3-CARBOXYLIC ACID is a synthetic intermediate useful for pharmaceutical synthesis. (1R,3R)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopentanecarboxylic Acid is used in the preparation of saturated heterocyclic distamycin analogs with DNA binding properties.

Technology Process of (1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

There total 5 articles about (1R,3R)-3-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic 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: 96.0%

(1R,3R)-3-tert-butoxycarbonylaminocyclopentanecarboxylic acid methyl ester (489446-72-2,1400583-12-1) → (1R,3R)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (489446-85-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 20 ℃; for 2h;

Reference yield:

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one (130931-83-8) → (1R,3R)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (489446-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; pyridine / 3 h / 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C

3: methanol / 20 - 50 °C / Inert atmosphere

4: sodium hydroxide; water / methanol / 2 h / 20 °C

With pyridine; methanol; dmap; palladium 10% on activated carbon; water; hydrogen; sodium hydroxide; In methanol;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1R,3R)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid (489446-85-7)

Guidance literature:

Multi-step reaction with 4 steps

1: dmap; pyridine / 3 h / 20 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C

3: methanol / 20 - 50 °C / Inert atmosphere

4: sodium hydroxide; water / methanol / 2 h / 20 °C

With pyridine; methanol; dmap; palladium 10% on activated carbon; water; hydrogen; sodium hydroxide; In methanol;

upstream raw materials:

(1R,3R)-3-tert-butoxycarbonylaminocyclopentanecarboxylic acid methyl ester

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

di-tert-butyl dicarbonate

(-)-[(1R,4S)-tert-butyl 3-oxo-2-azabicyclo(2.2.1)hept-5-ene-2-carboxylate]

Downstream raw materials:

(1R,3R)-3-aminocyclopentane-1-carboxylic acid hydrochloride

tert-butyl (1R,3R)-3-(2-(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)hydrazinecarbonyl)cyclopentylcarbamate

(1R,3R)-3-tert-butoxycarbonylaminocyclopentanecarboxylic acid methyl ester

C₂₃H₂₉N₅O₄S