(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran
CAS No.:557088-03-6
Molecular Formula:C₄₈H₅₂O₇
Molecular Weight:740.937
Hs Code.:

Synonyms:(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

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Chemical Property of (2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

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Technology Process of (2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

There total 3 articles about (2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran 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: 67.0%

: 557088-01-4
(2S,3S,4R)-3,4-Bis-benzyloxy-tetrahydro-pyran-2-carboxylic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyl ester

: 74-95-3
1,1-dibromomethane

: 557088-03-6
(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane; at 60 ℃; for 1h;
DOI:10.1021/jo030039x

Reference yield:

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

: 557088-03-6
(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

2: 67 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030039x

Reference yield:

: (2S,3S,4R)-3,4-Bis-benzyloxy-tetrahydro-pyran-2-carboxylic acid

: 557088-03-6
(2S,3S,4R)-3,4-Bis-benzyloxy-2-[1-((1R,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-pent-4-enyloxy)-vinyl]-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

2: 67 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

With dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; zinc; lead(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo030039x