(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Base Information

Chemical Name:(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol
CAS No.:1319731-16-2
Molecular Formula:C₅₆H₈₀N₂O₇
Molecular Weight:893.26
Hs Code.:

(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Synonyms:(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

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Chemical Property of (1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

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Technology Process of (1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

There total 5 articles about (1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol 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: 79.0%

: 1319731-14-0
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)-2-nitrobenzenesulfonamide

: 1319731-16-2
(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: With caesium carbonate; thiophenol; In acetonitrile; at 25 ℃; for 24h; Inert atmosphere;
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

: 1319731-16-2
(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: acetonitrile / 16 h / Reflux; Inert atmosphere

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

With caesium carbonate; thiophenol; In acetonitrile;
DOI:10.1021/ja202610x

Reference yield:

: 1320336-58-0
(1R,2R,3S,4S,5R,6R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl )-7-oxabicyclo[4.1.0]heptane

: 1319731-16-2
(1R,2S,3S,4S,5S,6S)-2-((S)-2-amino-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)ethylamino)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium azide; lithium perchlorate / acetonitrile / 20 - 80 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 25 °C / Inert atmosphere

3: acetonitrile / 16 h / Reflux; Inert atmosphere

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

With lithium aluminium tetrahydride; sodium azide; lithium perchlorate; caesium carbonate; thiophenol; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja202610x