N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

Base Information

Chemical Name:N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine
CAS No.:1268600-45-8
Molecular Formula:C₃₅H₅₃NO₇Si
Molecular Weight:627.894
Hs Code.:

N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

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Chemical Property of N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

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Technology Process of N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

There total 5 articles about N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine 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: 94.0%

: 1268600-43-6
3-(methoxymethoxymethyl)cyclobut-1-enone

: 1268600-44-7
(3R,4S)-N-(tert-butoxycarbonyl)-N-(2-propenyl)hex-5-en-3-(benzyloxymethyl)-4-(tert-butyldimethylsilanyloxy)-1-ynylamine

: 1268600-45-8
N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

Guidance literature:: In toluene; at 80 ℃; for 3h; Inert atmosphere; Reflux;
DOI:10.1021/jo2000308

Reference yield:

: 1268600-40-3
(2R,3S)-2-(benzyloxy)methyl-3-(tert-butyldimethylsilybutyldimethylsilyloxy)pent-4-en-al

: 1268600-45-8
N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

1.2: 0.57 h / -78 - 0 °C / Inert atmosphere

2.1: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 46 h / 80 - 85 °C / Inert atmosphere

3.1: toluene / 3 h / 80 °C / Inert atmosphere; Reflux

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; potassium tert-butylate; In tetrahydrofuran; toluene;
DOI:10.1021/jo2000308

Reference yield:

: 1268600-41-4
(2R,3S)-2-(benzyloxy)methyl-1-bromo-3-(tert-butyldimethylsilyloxy)hex-5-en-1-yne

: 1268600-45-8
N-allyl-N-(tert-butoxycarbonyl)-2-[(1R,2S)-1-(benzyloxy)methyl-2-(tert-butyldimethylsilanyloxy)but-3-enyl]-3-hydroxy-5-(methoxymethoxy)methylphenylamine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium phosphate; copper(ll) sulfate pentahydrate; 1,10-Phenanthroline / toluene / 46 h / 80 - 85 °C / Inert atmosphere

2: toluene / 3 h / 80 °C / Inert atmosphere; Reflux

With potassium phosphate; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; In toluene;
DOI:10.1021/jo2000308