2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

Base Information

Chemical Name:2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol
CAS No.:745041-80-9
Molecular Formula:C₆₉H₁₀₃NO₉
Molecular Weight:1090.58
Hs Code.:

Synonyms:2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

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Chemical Property of 2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

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Technology Process of 2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

There total 9 articles about 2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol 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:

: 745041-64-9
(2S,3S,4R)-2-azido-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol

: 745041-80-9
2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Lindlar catalyst / ethanol / 20 °C

2: EDCI*HCl; HOBt; i-Pr₂NEt / dimethylformamide; CH₂Cl₂ / 40 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.02.081

Reference yield:

: 2433-96-7
tricosanoic acid

: 745041-72-9
(2S,3S,4R)-2-amino-3,4-O-isopropylidene-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1,3,4-nonanetriol

: 745041-80-9
2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 40 ℃;
DOI:10.1016/j.bmcl.2007.02.081

Reference yield:

: 918867-23-9
4,5-anhydro-1,3-O-benzylidene-D-arabitol

: 745041-80-9
2-tricosanoylamino-1-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-O-isopropylidene-D-ribo-1,3,4-nonanetriol

Guidance literature:: Multi-step reaction with 8 steps

1: CuI / tetrahydrofuran / -40 °C

2: pyridine / -40 °C

3: 20 °C

4: NaN₃ / dimethylformamide / 95 °C

5: p-TsOH / 20 °C

6: n-Bu₄NBr / dimethylformamide; toluene / 20 °C

7: H₂ / Lindlar catalyst / ethanol / 20 °C

8: EDCI*HCl; HOBt; i-Pr₂NEt / dimethylformamide; CH₂Cl₂ / 40 °C

With pyridine; copper(l) iodide; sodium azide; tetrabutylammomium bromide; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2007.02.081