(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid

Base Information

• Chemical Name: (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid
• CAS No.: 389057-34-5
• Molecular Formula: C22H23 N O4
• Molecular Weight: 365.42
• Hs Code.: 29225090
• European Community (EC) Number: 622-541-7
• DSSTox Substance ID: DTXSID20361180
• Nikkaji Number: J1.803.736J
• Wikidata: Q76119809
• Mol file: 389057-34-5.mol

Synonyms:389057-34-5;381241-08-3;(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid;(1R,2R)-FMOC-2-AMINOCYCLOHEXANE CARBOXYLIC ACID;Fmoc-1,2-trans-ACHC-OH;Fmoc-(1R,2R)-2-aminocyclohexane carboxylic acid;(1R,2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclohexane-1-carboxylic acid;trans-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid;rel-((1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid);trans-2-(Fmoc-amino)cyclohexanecarboxylic acid;SCHEMBL119535;DTXSID20361180;MFCD02682626;MFCD05663770;BS-49497;D74737;F53531;EN300-1556589;A873754;FMOC-TRANS-1,2-AMINOCYCLOHEXANE CARBOXYLIC ACID;trans-2-(Fmoc-amino)cyclohexanecarboxylic acid, >=98.0%;(1R,2R)-Fmoc-2-aminocyclohexane carboxylic acid, AldrichCPR;FMOC-(+/-)-TRANS-2-AMINOCYCLOHEXANE-1-CARBOXYLIC ACID;(1r,2r)-2-((9h-fluoren-9-yl)methoxycarbonylamino)cyclohexanecarboxylic acid;trans-2-(9h-fluoren-9-ylmethoxycarbonylamino)-cyclohexanecarboxylic acid;(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylicacid;(1R,2R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)cyclohexanecarboxylic acid;(1R,2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexane-1-carboxylic acid;2alpha-[[[(9H-Fluorene-9-yl)methoxy]carbonyl]amino]-1beta-cyclohexanecarboxylic acid;TRANS-1-(9-FLUORENYLMETHYLOXYCARBONYLAMINO)-CYCLOHEXYL-2-CARBOXYLIC ACID

Chemical Property of (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid

Chemical Property:

• Boiling Point: 596.9±39.0 °C(Predicted)
• PKA: 4.87±0.28(Predicted)
• PSA: 75.63000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 4.55940
• Storage Temp.: Store at 0-5°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 365.16270821
• Heavy Atom Count: 27
• Complexity: 528

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-(1R,2R)-2-aminocyclohexaneCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(C(C1)C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid

There total 12 articles about (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic 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: 81.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (R,R)-trans-2-aminocyclohexanecarboxylic acid hydrochloride (158414-45-0) → trans-(R,R)-2-aminocyclohexane carboxylic acid (389057-34-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1002/1099-0690(200209)2002:17<2948::AID-EJOC2948>3.0.CO;2-E

Reference yield:

(1R,2R)-2-aminocyclohexanecarboxylic Acid (5691-19-0,5691-20-3,24716-93-6,26685-83-6,45743-49-5,57090-28-5,75081-40-2) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → trans-(R,R)-2-aminocyclohexane carboxylic acid (389057-34-5)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃;

DOI:10.1002/ejoc.200390112

Reference yield:

(1R,2R)-2-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylic acid (233661-54-6,209128-50-7) → trans-(R,R)-2-aminocyclohexane carboxylic acid (389057-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / dioxane / 1 h / 20 °C

2: 2.17 g / DIEA / acetonitrile / 0.5 h / 20 °C

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; acetonitrile;

DOI:10.1021/ja0270423

upstream raw materials:

(1R,2R)-2-aminocyclohexanecarboxylic Acid

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(R,R)-trans-2-aminocyclohexanecarboxylic acid hydrochloride

ethyl 2-oxocyclohexane carboxylate