(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

Base Information

Chemical Name:(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol
CAS No.:1606140-46-8
Molecular Formula:C₂₃H₃₃NO₄
Molecular Weight:387.519
Hs Code.:

Synonyms:(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

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Chemical Property of (2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

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Technology Process of (2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

There total 4 articles about (2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol 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: 98.0%

: 1606140-44-6
tert-butyl (2R,3S)-2-hydroxy-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutanoate

: 1606140-46-8
(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2014.03.055

Reference yield:

: 1613225-08-3
C₂₇H₃₇NO₅

: 1606140-46-8
(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

Guidance literature:: With lithium aluminium tetrahydride; In methanol; at -20 ℃; for 2h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2014.03.055

Reference yield:

: 3054-95-3
acrylaldehyde diethyl acetal

: 1606140-46-8
(2R,3S)-3-{N-benzyl-N-[(R)-α-methylbenzyl]amino}-4,4-diethoxybutan-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 22 h / Reflux; Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

2.3: 12 h / -78 - 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; Hoveyda-Grubbs catalyst second generation; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.tet.2014.03.055