(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

Base Information

Chemical Name:(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>
CAS No.:156159-44-3
Molecular Formula:C₅₅H₉₃NO₄Si
Molecular Weight:860.433
Hs Code.:

Synonyms:(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

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Chemical Property of (2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

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Technology Process of (2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

There total 11 articles about (2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane> 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: 64.0%

: 78287-38-4
(4R,5S)-2,2-dimethyl-4-pentadecyl-1,3-dioxan-5-amine

: 156159-42-1
(2R,3E)-2-(tert-Butyldiphenylsilyloxy)-3-octadecanoic acid

: 156159-44-3
(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1002/adsc.201100579

Reference yield:

: 764-22-7,2304-75-8,3102-56-5,3102-60-1,6036-76-6,6036-86-8,13552-09-5,15639-50-6,73938-69-9
(2S,3R)-2-amino-1,3-octadecanediol

: 156159-44-3
(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / pyridinium p-toluenesulfonate / CHCl₃ / 4 h / Heating

2: 1.) N,N'-dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, 2 h

With pyridinium p-toluenesulfonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In chloroform;

Reference yield:

: 156159-37-4
(2R,3E)-1-tert-butyldimethylsilyloxy-3-octadecen-2-ol

: 156159-44-3
(2S,2'R,3R,3'E)-N-(2'-t-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-O-isopropyliden-<2-amino-1,3-dihydroxyoctadecane>

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / imidazole / dimethylformamide / 2 h / Ambient temperature

2: 72 percent / AcOH / tetrahydrofuran; H₂O / 24 h / 70 °C

3: 79 percent / 8N Jones reagent / acetone / 0.67 h / 0 °C

4: 1.) N,N'-dicyclohexylcarbodiimide, 1-hydroxybenzotriazole / 1.) CH₂Cl₂, r.t., 2.) CH₂Cl₂, 2 h

With 1H-imidazole; jones reagent; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;