2-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)cyclohex-3-ene-1-carboxylic acid

Base Information

• Chemical Name: 2-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)cyclohex-3-ene-1-carboxylic acid
• CAS No.: 233600-20-9
• Molecular Formula: C₂₂H₂₁NO₄
• Molecular Weight: 363.413
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID30694330
• Mol file: 233600-20-9.mol

Synonyms:2-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)CYCLOHEX-3-ENE-1-CARBOXYLIC ACID;DTXSID30694330;EN300-1556149;1822802-47-0

Chemical Property of 2-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)cyclohex-3-ene-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.82E-15mmHg at 25°C
• Boiling Point: 600.6°C at 760 mmHg
• Flash Point: 317.1°C
• PSA: 75.63000
• Density: 1.32g/cm³
• LogP: 4.33540
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 363.14705815
• Heavy Atom Count: 27
• Complexity: 567

Purity/Quality:

98%min ^*data from raw suppliers

cis-2-(9-Fluorenylmethoxycarbonylamino)cyclohex-3-enecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C=C1)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of 2-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)cyclohex-3-ene-1-carboxylic acid

There total 5 articles about 2-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)cyclohex-3-ene-1-carboxylic 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:

cyclohexa-1,3-diene (1165952-91-9) → rac,cis-2-(9-fluorenylmethoxycarbonylamino)-cyclohex-3-ene carboxylic acid (233600-20-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) aq. K₂CO₃, aq. Na₂SO₃ / 1.) CH₂Cl₂, RT, 30 min, 2.) CH₂Cl₂

2: 82 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / Ambient temperature

3: 91 percent / aq. LiOH*H₂O / tetrahydrofuran / 7 h / Ambient temperature

4: 4 N HCl / dioxane / 0.83 h / Ambient temperature

5: Et₃N / acetonitrile; H₂O / 3 h

With hydrogenchloride; dmap; lithium hydroxide; potassium carbonate; triethylamine; sodium sulfite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1021/jm991013u

Reference yield:

rac,cis-7-azabicyclo<4.2.0>-oct-4-en-8-one → rac,cis-2-(9-fluorenylmethoxycarbonylamino)-cyclohex-3-ene carboxylic acid (233600-20-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 6 h / Ambient temperature

2: 91 percent / aq. LiOH*H₂O / tetrahydrofuran / 7 h / Ambient temperature

3: 4 N HCl / dioxane / 0.83 h / Ambient temperature

4: Et₃N / acetonitrile; H₂O / 3 h

With hydrogenchloride; dmap; lithium hydroxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1021/jm991013u

Reference yield:

rac,cis-N-tert-butoxycarbonyl-7-azabicyclo<4.2.0>-oct-4-en-8-one → rac,cis-2-(9-fluorenylmethoxycarbonylamino)-cyclohex-3-ene carboxylic acid (233600-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / aq. LiOH*H₂O / tetrahydrofuran / 7 h / Ambient temperature

2: 4 N HCl / dioxane / 0.83 h / Ambient temperature

3: Et₃N / acetonitrile; H₂O / 3 h

With hydrogenchloride; lithium hydroxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile;

DOI:10.1021/jm991013u

upstream raw materials:

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

(1RS,2SR)-2-aminocyclohex-3-enecarboxylic acid

cyclohexa-1,3-diene

rac,cis-2-(tert-butoxycarbonylamino)-cyclohex-3-ene carboxylic acid

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