(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

Base Information

Chemical Name:(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde
CAS No.:919111-10-7
Molecular Formula:C₂₈H₃₀O₅
Molecular Weight:446.543
Hs Code.:

Synonyms:(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

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Chemical Property of (1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

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Technology Process of (1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

There total 2 articles about (1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-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:

: (2R,3S,4R)-5-Benzyloxy-3-(1,2-dihydroxy-ethyl)-3,4-dihydroxy-2-methyl-4-(3-methyl-butyl)-3,4-dihydro-2H-anthracen-1-one

: 919111-10-7
(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

Guidance literature:: With sodium periodate; In dichloromethane; for 2h;
DOI:10.1021/ja062987w

Reference yield:

: 919111-09-4
(2R,3R,4R)-5-Benzyloxy-3,4-dihydroxy-3-(2-hydroxy-acetyl)-2-methyl-4-(3-methyl-butyl)-3,4-dihydro-2H-anthracen-1-one

: 919111-10-7
(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: Na(OAc)3BH; acetic acid / 2 h / 20 °C

2: NaIO₄ on silica gel / CH₂Cl₂ / 2 h

With sodium periodate; sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;
DOI:10.1021/ja062987w

Reference yield:

: 919111-10-7
(1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde

: (1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carboxylic acid

Guidance literature:: With sodium hypochlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; for 2h;
DOI:10.1021/ja062987w