Propanal, 2-[bis(phenylmethyl)amino]-3-(phenylmethoxy)-, (2S)-

Base Information

• Chemical Name: Propanal, 2-[bis(phenylmethyl)amino]-3-(phenylmethoxy)-, (2S)-
• CAS No.: 154456-39-0
• Molecular Formula: C24H25NO2
• Molecular Weight: 359.468
• Mol file: 154456-39-0.mol

Synonyms:

Chemical Property of Propanal, 2-[bis(phenylmethyl)amino]-3-(phenylmethoxy)-, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanal, 2-[bis(phenylmethyl)amino]-3-(phenylmethoxy)-, (2S)-

There total 5 articles about Propanal, 2-[bis(phenylmethyl)amino]-3-(phenylmethoxy)-, (2S)- 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-(N,N-dibenzylamino)-3-O-benzyl-1,3-propanediol (163493-02-5) → N,N,O-tribenzylserinal (154456-39-0)

Guidance literature:

(R)-2-(N,N-dibenzylamino)-3-O-benzyl-1,3-propanediol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja505105t

Reference yield:

O-Benzyl-L-serine (4726-96-9,32520-12-0) → N,N,O-tribenzylserinal (154456-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetyl chloride / methanol / 6 h / 20 °C / Reflux; Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja505105t

Reference yield:

benzyl bromide (100-39-0) → N,N,O-tribenzylserinal (154456-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetyl chloride / methanol / 6 h / 20 °C / Reflux; Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; acetyl chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja505105t

upstream raw materials:

(R)-2-(N,N-dibenzylamino)-3-O-benzyl-1,3-propanediol

O-Benzyl-L-serine

benzyl bromide

Refernces

• 1、 Fuse, Shinichiro,Koinuma, Hirotsugu,Kimbara, Atsushi,Izumikawa, Miho,Mifune, Yuto,He, Haiyin,Shin-Ya, Kazuo,Takahashi, Takashi,Doi, Takayuki. "Total synthesis and stereochemistry revision of mannopeptimycin aglycone". . p. 12011 - 12017. Retrieved 2014.