((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

Base Information

Chemical Name:((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol
CAS No.:583826-61-3
Molecular Formula:C₂₆H₃₆O₆
Molecular Weight:444.568
Hs Code.:

Synonyms:((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

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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 ((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

Chemical Property:

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Technology Process of ((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

There total 7 articles about ((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol 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:

: ((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-ylmethoxy)-tert-butyl-diphenyl-silane

: 583826-61-3
((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(03)00844-X

Reference yield:

: 583826-59-9
((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-thiazol-2-yl-tetrahydro-furan-2-yl)-methanol

: 583826-61-3
((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; DMAP / 24 h / 20 °C

2.1: acetonitrile / 0.25 h / 20 °C

3.1: NaBH₄; MeOH / 0.08 h / 20 °C

3.2: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

4.1: BF₃*Et₂O / CH₂Cl₂ / 0.75 h / 20 °C

5.1: Bu₄NF / tetrahydrofuran / 2 h / 20 °C

With pyridine; methanol; dmap; sodium tetrahydroborate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(03)00844-X

Reference yield:

: 583826-57-7
2-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-thiazole

: 583826-61-3
((2R,3R,4S,5S)-3,4-Bis-benzyloxy-5-diisopropoxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 6 steps

1.1: Ac₂O; AcOH; H₂SO₄ / 1 h / 20 °C

1.2: 82 percent / Et₃N; aq. MeOH / 18 h / 20 °C

2.1: pyridine; DMAP / 24 h / 20 °C

3.1: acetonitrile / 0.25 h / 20 °C

4.1: NaBH₄; MeOH / 0.08 h / 20 °C

4.2: AgNO₃; H₂O / acetonitrile / 0.17 h / 20 °C

5.1: BF₃*Et₂O / CH₂Cl₂ / 0.75 h / 20 °C

6.1: Bu₄NF / tetrahydrofuran / 2 h / 20 °C

With pyridine; methanol; dmap; sodium tetrahydroborate; sulfuric acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; acetic anhydride; acetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(03)00844-X