Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

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Chemical Name:Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester
CAS No.:845884-66-4
Molecular Formula:C₈₀H₁₂₄O₉
Molecular Weight:1229.86
Hs Code.:

Synonyms:Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

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Chemical Property of Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

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Technology Process of Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

There total 8 articles about Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester 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: 76.0%

: 2363-71-5
heneicosanoic acid

: 845884-39-1
(S)-4-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butane-1,2-diol

: 845884-66-4
Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo040254t

Reference yield:

: 111192-54-2
3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-propionic acid

: 845884-66-4
Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / DCC; 4-DMAP / CH₂Cl₂

2.1: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 60 °C

3.1: second-generation Grubbs catalyst / toluene / 60 °C

4.1: BH₃*THF / tetrahydrofuran

4.2: NaOH; H₂O₂ / tetrahydrofuran; H₂O

5.1: NaH / dimethylformamide

6.1: p-TsOH / methanol; CH₂Cl₂ / 12 h / 20 °C

7.1: 76 percent / DCC; 4-DMAP / CH₂Cl₂

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; borane-THF; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; sodium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo040254t

Reference yield:

: 302800-64-2
3,4,6-tri-O-benzyl-1,2-dideoxy-D-lyxo-hex-1-enitol

: 845884-66-4
Henicosanoic acid (S)-1-henicosanoyloxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / DCC; 4-DMAP / CH₂Cl₂

2.1: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 60 °C

3.1: second-generation Grubbs catalyst / toluene / 60 °C

4.1: BH₃*THF / tetrahydrofuran

4.2: NaOH; H₂O₂ / tetrahydrofuran; H₂O

5.1: NaH / dimethylformamide

6.1: p-TsOH / methanol; CH₂Cl₂ / 12 h / 20 °C

7.1: 76 percent / DCC; 4-DMAP / CH₂Cl₂

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; borane-THF; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; sodium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo040254t