(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

Base Information

Chemical Name:(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol
CAS No.:866030-97-9
Molecular Formula:C₈₁H₁₂₀FNO₈
Molecular Weight:1254.84
Hs Code.:

Synonyms:(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

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Chemical Property of (2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

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Technology Process of (2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

There total 9 articles about (2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-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: 96.0%

: 866030-96-8
(2S,3S,4R)-2-amino-3,4-di-O-benzyl-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

: 21132-76-3
docosanoyl chloride

: 866030-97-9
(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

Guidance literature:: With pyridine; In dichloromethane; for 12h;
DOI:10.1002/ejoc.200500053

Reference yield:

: 2-deoxy-2-fluoro-3,4,6-tri-O-benzyl-α,β-D-galactopyranose

: 866030-97-9
(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: DAST / tetrahydrofuran / 0.5 h / 20 °C

2: 28 percent / SnCl₄; AgClO₄ / tetrahydrofuran / 12 h / 20 °C

3: 88 percent / Ph₃SnH; AIBN / benzene / 2 h / 80 °C

4: 96 percent / pyridine / CH₂Cl₂ / 12 h

With pyridine; 2,2'-azobis(isobutyronitrile); triphenylstannane; silver perchlorate; tin(IV) chloride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; dichloromethane; benzene; 2: Mukaiyama reaction;
DOI:10.1002/ejoc.200500053

Reference yield:

: 80040-79-5
3,4,6-tri-O-benzyl-D-galactal

: 866030-97-9
(2S,3S,4R)-3,4-di-O-benzyl-2-docosanoylamino-1-O-(3,4,6-tri-O-benzyl-2-deoxy-2-fluoro-α-D-galactopyranosyl)-1,3,4-octadecanetriol

Guidance literature:: Multi-step reaction with 5 steps

1: Selectfluor / dimethylformamide / 12 h / 20 °C

2: DAST / tetrahydrofuran / 0.5 h / 20 °C

3: 28 percent / SnCl₄; AgClO₄ / tetrahydrofuran / 12 h / 20 °C

4: 88 percent / Ph₃SnH; AIBN / benzene / 2 h / 80 °C

5: 96 percent / pyridine / CH₂Cl₂ / 12 h

With pyridine; 2,2'-azobis(isobutyronitrile); triphenylstannane; silver perchlorate; tin(IV) chloride; Selectfluor; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene; 3: Mukaiyama reaction;
DOI:10.1002/ejoc.200500053