(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

Base Information

Chemical Name:(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol
CAS No.:247576-07-4
Molecular Formula:C₄₃H₅₅N₃O₄
Molecular Weight:677.927
Hs Code.:

Synonyms:(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

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Chemical Property of (2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

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Technology Process of (2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

There total 4 articles about (2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol 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: 86.0%

: 120205-96-1,121010-18-2,129286-74-4,111060-63-0
(S)-2-(dibenzylamino)propanal

: 247576-09-6
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-dibenzylamino-butyl ester

: 247576-07-4
(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

Guidance literature:: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-dibenzylamino-butyl ester; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 6h;

(S)-2-(dibenzylamino)propanal; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃; for 12h;
DOI:10.1055/s-1999-3576

Reference yield: 74.0%

: 247576-18-7
(2S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)-3-heptanone

: 247576-08-5
(2S,3R,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

: 247576-07-4
(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1h;
DOI:10.1055/s-1999-3576

Reference yield:

: 111060-49-2
N,N-dibenzyl-L-alanine benzyl ester

: 247576-07-4
(2S,3S,4R,5R)-2,5-Bis(N,N-dibenzylamino)-4-O-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl)-3,4-heptanediol

Guidance literature:: Multi-step reaction with 2 steps

1.1: s-BuLi; TMEDA / diethyl ether; cyclohexane; hexane / 4 h / -78 °C

1.2: 55 percent / diethyl ether; cyclohexane; hexane / 12 h / -78 - 20 °C

2.1: 74 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; 1.1: Metallation / 1.2: Acylation / 2.1: Reduction;
DOI:10.1055/s-1999-3576