Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester

Base Information

• Chemical Name: Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester
• CAS No.: 126378-43-6
• Molecular Formula: C₁₇H₂₃ClO₂
• Molecular Weight: 294.821
• DSSTox Substance ID: DTXSID201144615
• Nikkaji Number: J3.037.868G
• Mol file: 126378-43-6.mol

Synonyms:SCHEMBL1097168;DTXSID201144615;Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester;(1R,2S,5R)-5-Methyl-2-(1-methyl-1-phenylethyl)cyclohexyl carbonochloridate;126378-43-6

Chemical Property of Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester

Chemical Property:

• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 294.1386577
• Heavy Atom Count: 20
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCC(C(C1)OC(=O)Cl)C(C)(C)C2=CC=CC=C2
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)OC(=O)Cl)C(C)(C)C2=CC=CC=C2

Technology Process of Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester

There total 4 articles about Chloroformic acid (1R,3R,4S)-8-phenyl-p-menthane-3-yl ester 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: 100.0%

phosgene (75-44-5) + (-)-8-phenylmenthol (65253-04-5) → (1R,2S,5R)-(-)-8-phenylmenthyl chloroformate (126378-43-6)

Guidance literature:

With quinoline; In toluene; for 16h; Ambient temperature;

DOI:10.1021/ja00090a019

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + (-)-8-phenylmenthol (65253-04-5) → (1R,2S,5R)-(-)-8-phenylmenthyl chloroformate (126378-43-6)

Guidance literature:

DOI:10.1016/S0040-4039(96)02129-6

Reference yield:

(-)-8-phenylmenthol (65253-04-5) + trichloromethyl chloroformate (503-38-8) → (1R,2S,5R)-(-)-8-phenylmenthyl chloroformate (126378-43-6)

Guidance literature:

In benzene; 1.) 100 deg C, 13 h, 2.) RT, 18 h;

upstream raw materials:

phosgene

(-)-8-phenylmenthol

trichloromethyl chloroformate

bis(trichloromethyl) carbonate

Downstream raw materials:

1-Methyl-1H-isoquinoline-2-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

4-Methoxy-1-[(1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyloxycarbonyl]-3-triisopropylsilanyl-pyridinium; chloride

(R)-2-Isobutyl-4-oxo-5-triisopropylsilanyl-3,4-dihydro-2H-pyridine-1-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

6,7-Dimethoxy-1-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester