(1R,2S)-Fmoc-Achc

Base Information

• Chemical Name: (1R,2S)-Fmoc-Achc
• CAS No.: 312965-06-3
• Molecular Formula: C22H23 N O4
• Molecular Weight: 365.42
• European Community (EC) Number: 622-545-9
• DSSTox Substance ID: DTXSID10361179
• Wikidata: Q82143379
• Mol file: 312965-06-3.mol

Synonyms:312965-06-3;(1R,2S)-Fmoc-Achc;(1R,2S)-FMOC-2-AMINOCYCLOHEXANE CARBOXYLIC ACID;(1R,2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclohexane-1-carboxylic acid;(1R,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid;194471-85-7;cis-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid;(1R,2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclohexane-1-carboxylic acid;rel-((1R,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylic acid);(1R,2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexane-1-carboxylic acid;SCHEMBL119551;DTXSID10361179;AKOS027321000;AS-77114;CS-0166879;D74739;D85976;EN300-650977;EN300-657534;(1R,2S)-2-(Fmoc-amino)-cyclohexanecarboxylic acid;Z2049908114;cis-2-(Fmoc-amino)-cyclohexanecarboxylic acid, purum, >=98.0% (HPLC);(1R,2S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclohexanecarboxylicacid;(1R,2S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)cyclohexanecarboxylic acid;rac-(1R,2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexane-1-carboxylic acid

Chemical Property of (1R,2S)-Fmoc-Achc

Chemical Property:

• Boiling Point: 596.9±39.0 °C(Predicted)
• PKA: 4.76±0.44(Predicted)
• PSA: 75.63000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 4.55940
• Storage Temp.: 2-8°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:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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,2S)-Fmoc-Achc

There total 5 articles about (1R,2S)-Fmoc-Achc 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:

cis-2-aza-3-oxobicyclo<4.2.0>octane (22031-53-4,34102-49-3,150781-24-1) → cis-(N-9-fluorenylmethoxycarbonyl)-2-amino cyclohexane carboxylic acid (312965-06-3)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / water / Sonication

2: Amano Lipase PS from Burkholderia cepacia immobilized on celite / acetone / Inert atmosphere

3: ammonium hydroxide / methanol; water / 22 h / Inert atmosphere

4: hydrogenchloride; water

5: potassium hydrogencarbonate / water; acetone / 48 h

With hydrogenchloride; ammonium hydroxide; water; potassium carbonate; potassium hydrogencarbonate; In methanol; water; acetone;

DOI:10.1021/ja2002346

Reference yield:

cyclohexene (110-83-8) → cis-(N-9-fluorenylmethoxycarbonyl)-2-amino cyclohexane carboxylic acid (312965-06-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dichloromethane / 0 - 20 °C / Inert atmosphere

1.2: 36 h

2.1: potassium carbonate / water / Sonication

3.1: Amano Lipase PS from Burkholderia cepacia immobilized on celite / acetone / Inert atmosphere

4.1: ammonium hydroxide / methanol; water / 22 h / Inert atmosphere

5.1: hydrogenchloride; water

6.1: potassium hydrogencarbonate / water; acetone / 48 h

With hydrogenchloride; ammonium hydroxide; water; potassium carbonate; potassium hydrogencarbonate; In methanol; dichloromethane; water; acetone;

DOI:10.1021/ja2002346

Reference yield:

7-hydroxymethyl-7-azabicyclo[4.2.0]octan-8-one → cis-(N-9-fluorenylmethoxycarbonyl)-2-amino cyclohexane carboxylic acid (312965-06-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Amano Lipase PS from Burkholderia cepacia immobilized on celite / acetone / Inert atmosphere

2: ammonium hydroxide / methanol; water / 22 h / Inert atmosphere

3: hydrogenchloride; water

4: potassium hydrogencarbonate / water; acetone / 48 h

With hydrogenchloride; ammonium hydroxide; water; potassium hydrogencarbonate; In methanol; water; acetone;

DOI:10.1021/ja2002346

upstream raw materials:

(1R,6S)-7-azabicyclo[4.2.0]octan-8-one

cis-2-aza-3-oxobicyclo<4.2.0>octane

Butyric acid (1R,6S)-8-oxo-7-aza-bicyclo[4.2.0]oct-7-ylmethyl ester

cyclohexene

Downstream raw materials:

C₂₈H₄₇N₅O₄

C₄₂H₆₉N₇O₆

Refernces