(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

Base Information

Chemical Name:(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol
CAS No.:228396-55-2
Molecular Formula:C₂₀H₃₁NO₆
Molecular Weight:381.469
Hs Code.:

Synonyms:(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

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Chemical Property of (1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

Chemical Property:

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Technology Process of (1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

There total 9 articles about (1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol 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: 68.0%

: 478623-19-7
ethyl (1R,4R,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate

: 228396-55-2
(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

Guidance literature:: With lithium borohydride; In methanol; diethyl ether; for 5h; Heating;
DOI:10.1055/s-2002-33904

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 228396-51-8
{(1R)-1-(N-benzyl-N-hydroxyamino)-1-deoxy-1-(p-methoxybenzyl)-4-O-benzyl-2,3-O-isopropylidene-L-threitol}

: 228396-55-2
(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

Guidance literature:: {(1R)-1-(N-benzyl-N-hydroxyamino)-1-deoxy-1-(p-methoxybenzyl)-4-O-benzyl-2,3-O-isopropylidene-L-threitol}; With hydrogen; palladium on activated charcoal; In methanol;

di-tert-butyl dicarbonate; In methanol; at 20 ℃; for 8h;

Reference yield:

: 38769-92-5
4-methoxybenzylmagnesium chloride

: 228396-55-2
(1R,4S,5R)-5-[1-(tert-butoxycarbonyl)amino-2-(4-methoxyphenyl)ethyl]-2,2-dimethyl-1,3-dioxolan-4-ylmethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4.73 g / tetrahydrofuran / 4 h / 0 - 20 °C

2.1: H₂ / Pd/C / methanol

2.2: 3.08 g / methanol / 8 h / 20 °C

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; 1.1: Grignard reaction / 2.1: Hydrogenolysis / 2.2: Acylation;