(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

Base Information

Chemical Name:(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane
CAS No.:321734-99-0
Molecular Formula:C₆₆H₈₅NO₈
Molecular Weight:1020.4
Hs Code.:

Synonyms:(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

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Chemical Property of (2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

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Technology Process of (2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

There total 3 articles about (2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane 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:

: 321735-21-1
(2R,3R,4S,5R,6R)-2-[(1R,2R)-1-((S)-1-Azido-2-benzyloxy-ethyl)-2-benzyloxy-hexadecyloxy]-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran

: 321734-99-0
(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

Guidance literature:: With hydrogen; Lindlar's catalyst; In ethanol; ethyl acetate; for 12h; under 760 Torr;
DOI:10.1016/S0957-4166(00)00366-9

Reference yield:

: 321735-19-7
Methanesulfonic acid (1R,2S,3R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-heptadecyl ester

: 321734-99-0
(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

Guidance literature:: Multi-step reaction with 2 steps

1: NaN₃ / dimethylsulfoxide / 36 h / 100 °C

2: H₂ / 5 percent Pd/CaCO₃ / ethanol; ethyl acetate / 12 h / 760 Torr

With sodium azide; hydrogen; Lindlar's catalyst; In ethanol; dimethyl sulfoxide; ethyl acetate; 1: Substitution / 2: Hydrogenation;
DOI:10.1016/S0957-4166(00)00366-9

Reference yield:

: Methanesulfonic acid (E)-(1R,2S,3R)-3-benzyloxy-1-benzyloxymethyl-2-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-heptadec-5-enyl ester

: 321734-99-0
(2S,3R,4R)-2-amino-1,4-di-O-benzyl-3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)octadecane

Guidance literature:: Multi-step reaction with 3 steps

1: tosylhydrazide; aq. NaOAc / ethanol / 5 h / Heating

2: NaN₃ / dimethylsulfoxide / 36 h / 100 °C

3: H₂ / 5 percent Pd/CaCO₃ / ethanol; ethyl acetate / 12 h / 760 Torr

With sodium azide; hydrogen; sodium acetate; toluene-4-sulfonic acid hydrazide; Lindlar's catalyst; In ethanol; dimethyl sulfoxide; ethyl acetate; 1: Reduction / 2: Substitution / 3: Hydrogenation;
DOI:10.1016/S0957-4166(00)00366-9