Phosphonic acid, [(3R)-4-(4-hydroxyphenyl)-3-[[(9Z)-1-oxo-9-octadecenyl]amino]butyl]-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, [(3R)-4-(4-hydroxyphenyl)-3-[[(9Z)-1-oxo-9-octadecenyl]amino]butyl]-, diethyl ester
• CAS No.: 727425-07-2
• Molecular Formula: C₃₂H₅₆NO₅P
• Molecular Weight: 565.774
• Mol file: 727425-07-2.mol

Synonyms:

Chemical Property of Phosphonic acid, [(3R)-4-(4-hydroxyphenyl)-3-[[(9Z)-1-oxo-9-octadecenyl]amino]butyl]-, diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphonic acid, [(3R)-4-(4-hydroxyphenyl)-3-[[(9Z)-1-oxo-9-octadecenyl]amino]butyl]-, diethyl ester

There total 7 articles about Phosphonic acid, [(3R)-4-(4-hydroxyphenyl)-3-[[(9Z)-1-oxo-9-octadecenyl]amino]butyl]-, 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:

(R)-3-(4-Benzyloxy-phenyl)-2-dibenzylamino-propionaldehyde (727425-04-9) → [(R)-4-(4-Hydroxy-phenyl)-3-((Z)-octadec-9-enoylamino)-butyl]-phosphonic acid diethyl ester (727425-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / n-BuLi / 3 h / -78 - 0 °C

2: 95 percent / H₂ / Pd(OH)2 / ethanol / 18 h / 5171.48 Torr

3: 65 percent / DIEA / CH₂Cl₂ / 4 h

With n-butyllithium; hydrogen; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.05.023

Reference yield:

[(E)-(R)-4-(4-Benzyloxy-phenyl)-3-dibenzylamino-but-1-enyl]-phosphonic acid diethyl ester → [(R)-4-(4-Hydroxy-phenyl)-3-((Z)-octadec-9-enoylamino)-butyl]-phosphonic acid diethyl ester (727425-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / H₂ / Pd(OH)2 / ethanol / 18 h / 5171.48 Torr

2: 65 percent / DIEA / CH₂Cl₂ / 4 h

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.05.023

Reference yield:

O-benzyl-(D)-tyrosine methyl ester hydrochloride → [(R)-4-(4-Hydroxy-phenyl)-3-((Z)-octadec-9-enoylamino)-butyl]-phosphonic acid diethyl ester (727425-07-2)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium cyanoborohydride; zinc(II) chloride

2: lithium aluminium tetrahydride

3: oxalyl dichloride; dimethyl sulfoxide; triethylamine

4: n-butyllithium / -78 °C

5: hydrogen / palladium dihydroxide

6: N-ethyl-N,N-diisopropylamine

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; palladium dihydroxide;

upstream raw materials:

(R)-3-(4-Benzyloxy-phenyl)-2-dibenzylamino-propionaldehyde

C₃₁H₃₁NO₃

C₃₅H₄₀NO₄P

(R)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid

Downstream raw materials:

{(R)-3-((Z)-Octadec-9-enoylamino)-4-[4-(pyridin-2-ylmethoxy)-phenyl]-butyl}-phosphonic acid diethyl ester

[(R)-4-[4-(4-Methoxy-3,5-dimethyl-pyridin-2-ylmethoxy)-phenyl]-3-((Z)-octadec-9-enoylamino)-butyl]-phosphonic acid diethyl ester