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

Base Information

• Chemical Name: (2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal
• CAS No.: 570383-46-9
• Molecular Formula: C₂₅H₂₉NO₄
• Molecular Weight: 407.51
• Mol file: 570383-46-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal 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: 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:

benzyl bromide (100-39-0) → (2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal (570383-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Li; NH₃ / ethanol / -78 °C

1.2: 69 percent / K₂CO₃ / ethanol / 7 h / Heating

2.1: 73 percent / BF₃*Et₂O / tetrahydrofuran / 0 °C

With boron trifluoride diethyl etherate; ammonia; lithium; In tetrahydrofuran; ethanol; 1.1: Birch reduction;

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

Reference yield:

(2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanoic acid ethylene acetal (570383-46-9) → (2S)-2-(N,N-dibenzylamino)-3-(4-oxocyclohex-1-enyl)propanol ethylene acetal (570383-64-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

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

upstream raw materials:

ethylene glycol

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

benzyl bromide

Downstream raw materials:

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

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

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

methyl (2S,5S)-5-(N,N-dibenzylamino)-2-(4-methoxyphenyl)methyl-6-(4-oxocyclohex-1-enyl)-3-azahexanoate ethylene acetal