(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Base Information

Chemical Name:(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one
CAS No.:207805-76-3
Molecular Formula:C₂₁H₂₈O₆
Molecular Weight:376.45
Hs Code.:

Synonyms:(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

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Chemical Property of (3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

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Technology Process of (3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

There total 4 articles about (3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one 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:

: (R)-2-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-3-((2S,3R)-3-hydroxy-tetrahydro-pyran-2-yl)-propionic acid tert-butyl ester

: 207805-76-3
(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: With toluene-4-sulfonic acid; In toluene; at 90 ℃; Yield given;
DOI:10.1039/a801678j

Reference yield:

: ((2R,3R)-2-Iodomethyl-tetrahydro-pyran-3-yloxy)-triisopropyl-silane

: 207805-76-3
(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: LDA, HMPA / tetrahydrofuran / -78 - 0 °C

2: Bu₄NF / tetrahydrofuran

3: TsOH*H₂O / toluene / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1039/a801678j

Reference yield:

: ((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-acetic acid tert-butyl ester

: 207805-76-3
(3R,4aS,8aR)-3-((2R,3S)-2-Benzyloxymethyl-tetrahydro-pyran-3-yloxy)-hexahydro-pyrano[3,2-b]pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: LDA, HMPA / tetrahydrofuran / -78 - 0 °C

2: Bu₄NF / tetrahydrofuran

3: TsOH*H₂O / toluene / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1039/a801678j