3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

Base Information

Chemical Name:3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol
CAS No.:536739-77-2
Molecular Formula:C₃₆H₃₈O₆
Molecular Weight:566.694
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

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Chemical Property of 3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

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Technology Process of 3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

There total 1 articles about 3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol 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: 89.0%

: 93-25-4
2-methoxyphenylacetic acid

: 102208-53-7
(3R,4R,5R)-5-hydroxy-3,4,6-tribenzyloxy-1-hexene

: 536739-77-2
3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/ol034363q

Reference yield:

: 536739-77-2
3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

: 74-95-3
1,1-dibromomethane

: 1-[2-((1R,2S,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-allyl]-2-methoxy-benzene

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; at 60 ℃; for 1h;
DOI:10.1021/ol034363q

Reference yield:

: 536739-77-2
3,4,6-tri-O-benzyl-1,2-dideoxy-5-O-[(2-methoxyphenyl)acetyl]-D-arabinohex-1-enitol

: (2R,3S,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-(2-methoxy-benzyl)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: TiCl₄; TMEDA; Zn / PbCl₂ / CH₂Cl₂; tetrahydrofuran

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

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo040254t