trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

Base Information

• Chemical Name: trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid
• CAS No.: 136315-71-4
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.276
• Hs Code.: 2924299090
• European Community (EC) Number: 853-833-4
• DSSTox Substance ID: DTXSID001137593
• Mol file: 136315-71-4.mol

Synonyms:136315-71-4;trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid;(1R,2R)-Boc-Acpc;245115-25-7;(1R,2R)-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid;(1r,2r)-boc-2-amino-1-cyclopentanecarboxylic acid;(1R,2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylic acid;trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylicacid;(1R,2R)-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid;Boc-trans-2-aminocyclopentanecarboxylic acid;(1R,2R)-rel-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-Cyclopentanecarboxylic acid;trans-2-(Boc-amino)cyclopentane-1-carboxylic acid;(1R,2R)-2-Boc-amino-cyclopentanecarboxylic acid;SCHEMBL1461257;DTXSID001137593;MFCD04974223;AKOS015900762;(1R,2R)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)cyclopentane carboxylic acid;AS-47000;CS-0056287;CS-0356790;F11182;trans-N-Boc-2-Aminocyclopentanecarboxylic Acid;EN300-6473083;EN300-7292999;A886842;(1R,2R)-2-(BOC-amino)cyclopentanecarboxylic acid;(1R,2R)-1-(Boc-amino)cyclopentane-2-carboxylic acid;Z2306886234;trans-2-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid;(1R,2R)-2-{[(tert-butoxy)carbonyl]amino}cyclopentane-1-carboxylic acid;rac-(1R,2R)-2-{[(tert-butoxy)carbonyl]amino}cyclopentane-1-carboxylic acid;Cyclopentanecarboxylic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (1R,2R)-rel-;rel-(1R,2R)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopentanecarboxylic acid

Chemical Property of trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

Chemical Property:

• Melting Point: 137-138 °C
• Boiling Point: 382.5±31.0 °C(Predicted)
• PKA: 4.53±0.40(Predicted)
• PSA: 79.12000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 1.96880
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• 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:

98%min ^*data from raw suppliers

trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCCC1C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H]1CCC[C@H]1C(=O)O

Technology Process of trans-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid

There total 2 articles about trans-2-((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: 92.0%

1,1-dimethylethyl trans-N-[2-(hydroxymethyl)cyclopentyl]carbamate → (±)-trans-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid (136315-71-4)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In water; acetone; at 20 ℃; for 14h;

DOI:10.1016/S0040-4020(02)00412-X

Reference yield:

1,1-dimethylethyl trans-N-[2-(hydroxymethyl)cyclopentyl]-N-(phenylsulfanyl)carbamate → (±)-trans-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid (136315-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaBH₄ / methanol / 1.5 h / 20 °C

2: 92 percent / NaIO₄; RuO₂*H₂O / H₂O; acetone / 14 h / 20 °C

With ruthenium(IV) oxide; sodium tetrahydroborate; sodium periodate; In methanol; water; acetone;

DOI:10.1016/S0040-4020(02)00412-X

Reference yield:

(±)-trans-2-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid (136315-71-4) → -(R)-(+)-α-methylbenzylamine (136315-75-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) N-methylmorpholine, isobutyl chloroformate / 1) THF, -15 deg C, 10 min, 2) THF, a) -15 deg C, 1 h, b) r.t., 4 h

2: trifluoroacetic acid / 2 h / Ambient temperature

3: tetrahydrofuran / 0.5 h / Ambient temperature

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1021/jo00023a033

Downstream raw materials:

-(R)-(+)-α-methylbenzylamine

(+/-)-trans-2-amino-cyclopentane carboxylic acid

trans-(1R,2R)-2-aminocyclopentanecarboxylic acid

(+)-(1S,2S)-2-aminocyclopentane-1-carboxylic acid

Refernces