(S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

Base Information

Chemical Name:(S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde
CAS No.:1581757-89-2
Molecular Formula:C₂₇H₂₆O₄S
Molecular Weight:446.567
Hs Code.:

Synonyms:(S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

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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 (S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

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Technology Process of (S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

There total 2 articles about (S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde 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: 80.0%

: C₃₆H₃₆O₆S

: 1581757-89-2
(S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 0.166667h;
DOI:10.1021/jo5002164

Reference yield:

: 1426171-70-1
(2R,3S,4R,4aS,10bS)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-2,3,4,4a,5,10b-hexahydrothiochromeno[4,3-b]pyran

: 1581757-89-2
(S)-2-((1R,2R)-1,3-bis(benzyloxy)-2-hydroxypropyl)-2H-thiochromene-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: potassium bromide; silica gel; ammonium cerium (IV) nitrate / dichloromethane; acetonitrile / 0.5 h

2: acetic anhydride / 3 h / 140 °C

3: sodium methylate / dichloromethane; methanol / 0.17 h / 20 °C

With ammonium cerium (IV) nitrate; sodium methylate; acetic anhydride; silica gel; potassium bromide; In methanol; dichloromethane; acetonitrile; 2: |Pummerer Sulfoxide Rearrangement;
DOI:10.1021/jo5002164