(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid

Base Information

• Chemical Name: (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid
• CAS No.: 1159502-41-6
• Molecular Formula: C₁₆H₂₄NO₇P
• Molecular Weight: 373.343
• Mol file: 1159502-41-6.mol

Synonyms:(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid

Chemical Property of (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid

There total 6 articles about (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric 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:

(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid methyl ester (1159502-40-5) → (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid (1159502-41-6)

Guidance literature:

(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid methyl ester; With lithium hydroxide monohydrate; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In dichloromethane; water;

Reference yield:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-4-hydroxybutanoate (369611-56-3) → (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid (1159502-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: carbon tetrabromide / dichloromethane / 2.5 h / 0 - 20 °C

2: Heating

3: lithium hydroxide / methanol; ethanol; water / 3 h / 0 - 20 °C

With carbon tetrabromide; lithium hydroxide; In methanol; ethanol; dichloromethane; water;

DOI:10.1021/acs.jmedchem.5b00933

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid (1159502-41-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydroxide / 1,4-dioxane / 20 °C / Cooling with ice

2: ethanol

3: N,N-dimethyl-formamide / 20 °C

4: carbon tetrabromide / dichloromethane / 0 - 20 °C

5: 130 °C

6: lithium hydroxide monohydrate / tetrahydrofuran / 20 °C

With lithium hydroxide monohydrate; carbon tetrabromide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: Arbuzov Reaction;

upstream raw materials:

(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyric acid methyl ester

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-4-hydroxybutanoate

N-[(phenylmethoxy)carbonyl]-D-homoserine

(R)-2-benzyloxycarbonylamino-4-hydroxybutyric acid, dicyclohexylamine salt

Downstream raw materials:

4-[(R)-2-benzyloxycarbonylamino-4-(diethoxy-phosphoryl)-butyryl]-piperazine-1-carboxylic acid ethyl ester

4-((R)-4-(diethoxy-phosphoryl)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-butyryl)-piperazine-1-carboxylic acid ethyl ester