{[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester

Base Information

• Chemical Name: {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester
• CAS No.: 144757-96-0
• Molecular Formula: C₂₁H₃₁N₂O₅P
• Molecular Weight: 422.461
• Mol file: 144757-96-0.mol

Synonyms:{[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester

Chemical Property of {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester

There total 3 articles about {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl 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: 90.0%

aminomethylphosphonic acid diethyl ester (50917-72-1) + (1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid (2-hydroxy-phenyl)-amide (127498-24-2) → {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester (144757-96-0)

Guidance literature:

With boron trifluoride; In toluene;

DOI:10.1016/S0957-4166(00)82094-7

Reference yield:

(1S)-(+)-ketopinic acid (464-78-8,6994-94-1,64234-14-6,40724-67-2) → {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester (144757-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 5 h / 80 °C

2: 80 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 15 min; 2.) RT, 4 h

3: 90 percent / BF₃*Et₂O / toluene / 5 h / Heating

With thionyl chloride; boron trifluoride diethyl etherate; triethylamine; In dichloromethane; toluene;

DOI:10.1016/0040-4020(94)01059-9

Reference yield:

ketopinic acid chloride (54371-12-9,66884-33-1,66965-39-7,86023-72-5) → {[(1S,4R)-1-(2-Hydroxy-phenylcarbamoyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-methyl}-phosphonic acid diethyl ester (144757-96-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 15 min; 2.) RT, 4 h

2: 90 percent / BF₃*Et₂O / toluene / 5 h / Heating

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; toluene;

DOI:10.1016/0040-4020(94)01059-9

upstream raw materials:

aminomethylphosphonic acid diethyl ester

(1S,4R)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carboxylic acid (2-hydroxy-phenyl)-amide

(1S)-(+)-ketopinic acid

ketopinic acid chloride

Downstream raw materials:

(S)-(1-Amino-2-phenylethyl)phosphonsaeure-diethylester