N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

Base Information

Chemical Name:N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride
CAS No.:1319731-10-6
Molecular Formula:C₅₁H₁₀₂N₂O₈*ClH
Molecular Weight:907.84
Hs Code.:

N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

Synonyms:N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

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Chemical Property of N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

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Technology Process of N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

There total 8 articles about N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride 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: 85.0%

: 1245916-73-7
(2S,3S,4R)-(3,4-isopropylidenedioxy-1-(1'S,2'S,3'S,4'S,5'S,6'R)-5'-hydroxymethyl-2,3,4,6-tetrabenzyloxycyclohexylaminooctadecan-2-yl)hexacosanamide

: 1319731-10-6
N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

Guidance literature:: With hydrogenchloride; hydrogen; 5%-palladium/activated carbon; In methanol; for 48h; under 1520.1 Torr;

Reference yield: 85.0%

: 1319731-41-3
N-((S)-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4-tris(benzyloxy)-5-(benzyloxymethyl)-6-hydroxycyclohexylamino)ethyl)cerotamide

: 1319731-10-6
N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

Guidance literature:: With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; In methanol; water; at 25 ℃; for 48h; under 1520.1 Torr;
DOI:10.1021/ja202610x

Reference yield:

: 1085301-08-1
(S)-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1, 3-dioxolan-4-yl)-1-(2-nitrophenylsulfonyl)aziridine

: 1319731-10-6
N-((S)-1-((1S,2R)-1,2-dihydroxyhexadecyl)-2-((1S,2S,3S,4S,5S,6R)-2,3,4,6-tetrahydroxy-5-hydroxymethylcyclohexylamino)ethyl)cerotamide hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: acetonitrile / 16 h / Reflux; Inert atmosphere

2: caesium carbonate; thiophenol / acetonitrile / 24 h / 25 °C / Inert atmosphere

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 20 °C / Reflux; Inert atmosphere

4: hydrogenchloride; 5%-palladium/activated carbon; hydrogen / methanol; water / 48 h / 25 °C / 1520.1 Torr

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; caesium carbonate; thiophenol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/ja202610x