(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

Base Information

Chemical Name:(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan
CAS No.:88365-33-7
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

Chemical Property:

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Technology Process of (1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

There total 6 articles about (1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan 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: 90.0%

: 88365-20-2,88391-22-4
(1S,6R,7R,9R)-7,9-Bis(benzyloxy)-3-oxabicyclo<4.3.0>nonan-2-ol

: 88365-33-7
(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; 0 deg C to r. t.;
DOI:10.1002/jlac.198319831215

Reference yield:

: 100-39-0
benzyl bromide

: 88365-33-7
(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH (80percent in oil) / 1) DMF, 0.5 h, -5 deg C, 2) 3 h, r. t.

2: 90 percent / Hg(II)-acetate, Hg(II)-oxide / H₂O; acetone / 1 h

3: 90 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 deg C to r. t.

With lithium aluminium tetrahydride; mercury(II) diacetate; sodium hydride; mercury(II) oxide; In tetrahydrofuran; water; acetone;
DOI:10.1002/jlac.198319831215

Reference yield:

: 74552-31-1
(6R,7R)-(-)-7-Hydroxy-3-oxabicyclo<4.3.0>non-1-en-9-on

: 88365-33-7
(1R,2R,3R,4R)-(+)-1,4-Bis(benzyloxy)-2-(2-hydroxyethyl)-3-(hydroxymethyl)cyclopentan

Guidance literature:: Multi-step reaction with 5 steps

1: 16 g / TEA / tetrahydrofuran / 5 h / Ambient temperature

2: 11.3 g / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

3: 1) NaH (80percent in oil) / 1) DMF, 0.5 h, -5 deg C, 2) 3 h, r. t.

4: 90 percent / Hg(II)-acetate, Hg(II)-oxide / H₂O; acetone / 1 h

5: 90 percent / LiAlH₄ / tetrahydrofuran / 2 h / 0 deg C to r. t.

With lithium aluminium tetrahydride; TEA; mercury(II) diacetate; sodium hydride; mercury(II) oxide; In tetrahydrofuran; water; acetone;
DOI:10.1002/jlac.198319831215