(2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid

Base Information

• Chemical Name: (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid
• CAS No.: 570383-63-0
• Molecular Formula: C₂₄H₂₇NO₃
• Molecular Weight: 377.483
• Mol file: 570383-63-0.mol

Synonyms:(2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid

Chemical Property of (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid

There total 1 articles about (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic 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: 69.0%

benzyl bromide (100-39-0) + (S)-2-amino-3-(4-methoxyphenyl)propanoic acid hydrochloride (67423-44-3) → (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid (570383-63-0)

Guidance literature:

(S)-2-amino-3-(4-methoxyphenyl)propanoic acid hydrochloride; With ammonia; lithium; In ethanol; at -78 ℃;

benzyl bromide; With potassium carbonate; In ethanol; for 7h; Heating;

DOI:10.1016/S0040-4020(03)00309-0

Reference yield: 73.0%

ethylene glycol (107-21-1) + (2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid (570383-63-0) → (2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal (570383-46-9)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4020(03)00309-0

Reference yield:

(2S)-2-dibenzylamino-3-(4-methoxy-2,5-dihydrophenyl)propionic acid (570383-63-0) → Dibenzyl-[(S)-1-[(E)-benzylimino-methyl]-2-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-ethyl]-amine

Guidance literature:

Multi-step reaction with 4 steps

1: 73 percent / BF₃*Et₂O / tetrahydrofuran / 0 °C

2: LiAlH₄ / diethyl ether / 20 °C

3: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

4: MgSO₄ / CH₂Cl₂ / 4 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; magnesium sulfate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 3: Swern oxidation;

DOI:10.1016/S0040-4020(03)00309-0

upstream raw materials:

benzyl bromide

(S)-2-amino-3-(4-methoxyphenyl)propanoic acid hydrochloride

Downstream raw materials:

(2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal

(S)-2-Dibenzylamino-3-(1,4-dioxa-spiro[4.5]dec-7-en-8-yl)-propionaldehyde

(2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanol ethylene acetal

(2S)-N-benzyl-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanamine ethylene acetal