(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

Base Information

Chemical Name:(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane
CAS No.:958020-35-4
Molecular Formula:C₃₀H₅₁NO₅
Molecular Weight:505.739
Hs Code.:

Synonyms:(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

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Chemical Property of (2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

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Technology Process of (2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

There total 4 articles about (2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane 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: 89.0%

: 958020-33-2
(2S,3R,6R)-2-tert-butoxycarbamidoctadecane-1,3,6-triol

: 1125-88-8
benzaldehyde dimethyl acetal

: 958020-35-4
(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/j.tetasy.2007.08.028

Reference yield:

: 488808-18-0
N-tert-butoxycarbonyl-(4S,1'R,4'R)-4-[4'-(tert-butyldimethylsilyloxy)-1'-hydroxy-2'-hexadecynyl]-2,2-dimethyl-1,3-oxazolidine

: 958020-35-4
(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

2: 86 percent / hydrogen / Pd(OH)2 / ethyl acetate / 168 h / 20 °C

3: 94 percent / acetic acid / H₂O / 24 h / 20 °C

4: 89 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; acetic acid; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2007.08.028

Reference yield:

: 651718-23-9
tert-butyl (4S,1'R,4'R)-4-(1',4'-dihydroxy-2'-hexadecynyl)-2,2-dimethyl-3-oxazolidinecarboxylate

: 958020-35-4
(2S,4R,5S,3'R)-5-tert-butoxycarbamido-4-(3'-hydroxypentadecyl)-2-phenyl-1,3-dioxacyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / hydrogen / Pd(OH)2 / ethyl acetate / 168 h / 20 °C

2: 94 percent / acetic acid / H₂O / 24 h / 20 °C

3: 89 percent / PPTS / CH₂Cl₂ / 24 h / 20 °C

With hydrogen; pyridinium p-toluenesulfonate; acetic acid; palladium dihydroxide; In dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tetasy.2007.08.028