(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

Base Information

Chemical Name:(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol
CAS No.:1384953-35-8
Molecular Formula:C₈₃H₁₄₆N₂O₉Si₂
Molecular Weight:1372.25
Hs Code.:

Synonyms:(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

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Chemical Property of (2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

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Technology Process of (2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

There total 4 articles about (2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol 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: 93.0%

: 154027-13-1
n-tetracosyl isocyanate

: 1384953-27-8
(2S,3S,4R)-2-amino-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)octadecane-1,3,4-triol

: 1384953-35-8
(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

Guidance literature:: In chloroform; at 0 - 20 ℃; for 16h;
DOI:10.1016/j.bmc.2012.05.073

Reference yield:

: n-pentacosanoic acid chloride

: 1384953-35-8
(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide / tetrahydrofuran; water; N,N-dimethyl-formamide / 1 h / 0 °C

2: tetrahydrofuran; N,N-dimethyl-formamide; benzene / 1.5 h / 75 °C

3: chloroform / 16 h / 0 - 20 °C

With sodium azide; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; benzene; 2: Curtius rearrangement;
DOI:10.1016/j.bmc.2012.05.073

Reference yield:

: 506-38-7
pentacosanoic acid

: 1384953-35-8
(2S,3S,4R)-1-O-(2,3,4-tri-O-benzyl-6-O-methyl-α-D-galactopyranosyl)-3,4-bis-O-(tert-butyldimethylsilyl)-2-(3-(n-tetracosyl)ureido)octadecane-1,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl dichloride / benzene / 2 h / 60 °C

2: sodium azide / tetrahydrofuran; water; N,N-dimethyl-formamide / 1 h / 0 °C

3: tetrahydrofuran; N,N-dimethyl-formamide; benzene / 1.5 h / 75 °C

4: chloroform / 16 h / 0 - 20 °C

With sodium azide; oxalyl dichloride; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; benzene; 3: Curtius rearrangement;
DOI:10.1016/j.bmc.2012.05.073