(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

Base Information

Chemical Name:(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol
CAS No.:1448529-91-6
Molecular Formula:C₆₆H₉₃NO₈
Molecular Weight:1028.47
Hs Code.:

Synonyms:(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

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Chemical Property of (2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

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Technology Process of (2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

There total 10 articles about (2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol 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:

: C₆₆H₉₁NO₈

: 1448529-91-6
(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

Guidance literature:: With sodium cyanoborohydride; In methanol; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2013.06.051

Reference yield:

: 201002-41-7
(2R,3S,4R)-2-azidooctadecane-1,3,4-triol

: 1448529-91-6
(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-dimethylpyridine / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

2: trifluoroacetic acid / water; tetrahydrofuran / 0 °C / Inert atmosphere

3: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; diethyl ether / 2 h / 20 °C / Inert atmosphere; Molecular sieve

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

5: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 3 h / 0 - 20 °C / Inert atmosphere

6: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere

7: sodium cyanoborohydride / methanol / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium tetrahydroborate; N-iodo-succinimide; nickel(II) chloride hexahydrate; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tet.2013.06.051

Reference yield:

: 1256376-20-1
(2S,3S,4R)-2-azido-1,3,4-tri-tert-butyldimethylsilyloxy-1,3,4-octadecanetriol

: 1448529-91-6
(2S,3S,4R)-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-(8-phenyloctylamino)-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 6 steps

1: trifluoroacetic acid / water; tetrahydrofuran / 0 °C / Inert atmosphere

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane; diethyl ether / 2 h / 20 °C / Inert atmosphere; Molecular sieve

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 3 h / 0 - 20 °C / Inert atmosphere

5: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere

6: sodium cyanoborohydride / methanol / 20 °C / Inert atmosphere

With sodium tetrahydroborate; N-iodo-succinimide; nickel(II) chloride hexahydrate; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tet.2013.06.051