(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:886034-71-5
Molecular Formula:C₄₀H₆₃NO₅
Molecular Weight:637.944
Hs Code.:

Synonyms:(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 5 articles about (S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 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%

: 124127-36-2
(S)-tert-butyl 4-[(1S,2R)-1,2-dihydroxyhexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

: 100-44-7
benzyl chloride

: 886034-71-5
(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.01.040

Reference yield: 80.0%

: 124127-36-2
(S)-tert-butyl 4-[(1S,2R)-1,2-dihydroxyhexadecyl]-2,2-dimethyloxazolidine-3-carboxylate

: 100-39-0
benzyl bromide

: 886034-71-5
(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: (S)-tert-butyl 4-[(1S,2R)-1,2-dihydroxyhexadecyl]-2,2-dimethyloxazolidine-3-carboxylate; With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.16667h; Inert atmosphere;
DOI:10.1016/j.jfluchem.2015.02.014

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 886034-71-5
(S)-4-((1S,2R)-1,2-Bis-benzyloxy-hexadecyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / Inert atmosphere

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tert-butyl alcohol; water / Inert atmosphere

3.1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

3.2: 1.17 h / 0 - 20 °C / Inert atmosphere

With osmium(VIII) oxide; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: |Wittig Olefination;
DOI:10.1016/j.jfluchem.2015.02.014