1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

Base Information

Chemical Name:1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol
CAS No.:929113-09-7
Molecular Formula:C₂₄H₃₀O₅
Molecular Weight:398.499
Hs Code.:

Synonyms:1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

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Chemical Property of 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

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Technology Process of 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

There total 2 articles about 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol 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: 59.0%

: 929113-08-6
((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-acetaldehyde

: 1730-25-2
allylmagnesium bromide

: 929113-09-7
1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

Guidance literature:: ((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-acetaldehyde; allylmagnesium bromide; In tetrahydrofuran; diethyl ether; for 2h;

With ammonium chloride; In tetrahydrofuran; diethyl ether; water;
DOI:10.1021/jo062057v

Reference yield:

: 842130-93-2
((2R,3R,4S,5R)-5-Allyl-3,4-bis-benzyloxy-tetrahydro-furan-2-yl)-methanol

: 929113-09-7
1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-pent-4-en-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone

1.2: 100 percent / dimethyl sulfide

2.1: diethyl ether; tetrahydrofuran / 2 h

2.2: 59 percent / NH₄Cl / diethyl ether; tetrahydrofuran; H₂O

With ozone; In tetrahydrofuran; diethyl ether; 2.1: Grignard reaction;
DOI:10.1021/jo062057v