(1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine

Base Information

• Chemical Name: (1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine
• CAS No.: 123122-71-4
• Molecular Formula: C₃₇H₄₆N₂O
• Molecular Weight: 534.785

Synonyms:(1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine

Chemical Property of (1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine

Chemical Property:

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Technology Process of (1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine

There total 3 articles about (1'R,2S,3S)-N², N², N³-tribenzyl-N³-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine 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: 87.0%

ethylmagnesium bromide (925-90-6) + (1'S,2RS,4R)-3-benzyl-2-<1'-(dibenzylamino)-2'-phenylethyl>-4-(methylethyl)-1,3-oxazolidine (123054-04-6,123054-13-7,123054-14-8,123054-25-1,123054-26-2) → (1'R,2S,3S)-N2, N2, N3-tribenzyl-N3-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine (123122-71-4)

Guidance literature:

In diethyl ether; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jo00284a032

Reference yield:

(2S)-N,N-dibenzylphenylalaninal (123054-12-6,123808-74-2,136370-73-5,111060-64-1) → (1'R,2S,3S)-N2, N2, N3-tribenzyl-N3-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine (123122-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / neat (no solvent) / 16 h / 50 °C

2: 87 percent / diethyl ether / 1.5 h / 0 - 20 °C

In diethyl ether;

DOI:10.1021/jo00284a032

Reference yield:

(2R)-2-(benzylamino)-3-methylbutan-1-ol (74571-94-1) → (1'R,2S,3S)-N2, N2, N3-tribenzyl-N3-<1'-9hydroxymethyl)-2'-methylpropyl>-1-phenyl-2,3-pentanediamine (123122-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / neat (no solvent) / 16 h / 50 °C

2: 87 percent / diethyl ether / 1.5 h / 0 - 20 °C

In diethyl ether;

DOI:10.1021/jo00284a032

upstream raw materials:

ethylmagnesium bromide

(1'S,2RS,4R)-3-benzyl-2-<1'-(dibenzylamino)-2'-phenylethyl>-4-(methylethyl)-1,3-oxazolidine

(2S)-N,N-dibenzylphenylalaninal

(2R)-2-(benzylamino)-3-methylbutan-1-ol

Downstream raw materials:

[(1S,2S)-1-Benzyl-2-((R)-1-hydroxymethyl-2-methyl-propylamino)-butyl]-carbamic acid tert-butyl ester

Boc-PheΨ(R)Val-Phe-OMe

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