1(2H)-Anthracenone, 3,4-dihydro-3,4-dihydroxy-3-(2-hydroxyacetyl)-2-methyl-4-(3-methylbutyl )-5-(phenylmethoxy)-, (2R,3R,4R)-

Base Information

• Chemical Name: 1(2H)-Anthracenone, 3,4-dihydro-3,4-dihydroxy-3-(2-hydroxyacetyl)-2-methyl-4-(3-methylbutyl )-5-(phenylmethoxy)-, (2R,3R,4R)-
• CAS No.: 919111-09-4
• Molecular Formula: C29H32O6
• Molecular Weight: 476.569
• Mol file: 919111-09-4.mol

Synonyms:

Chemical Property of 1(2H)-Anthracenone, 3,4-dihydro-3,4-dihydroxy-3-(2-hydroxyacetyl)-2-methyl-4-(3-methylbutyl )-5-(phenylmethoxy)-, (2R,3R,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1(2H)-Anthracenone, 3,4-dihydro-3,4-dihydroxy-3-(2-hydroxyacetyl)-2-methyl-4-(3-methylbutyl )-5-(phenylmethoxy)-, (2R,3R,4R)-

There total 1 articles about 1(2H)-Anthracenone, 3,4-dihydro-3,4-dihydroxy-3-(2-hydroxyacetyl)-2-methyl-4-(3-methylbutyl )-5-(phenylmethoxy)-, (2R,3R,4R)- 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:

(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol (919111-08-3) → (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 (919111-09-4)

Guidance literature:

(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol; With 3,3-dimethyldioxirane; potassium carbonate; In acetone; cooling;

With hydrogenchloride; In tetrahydrofuran; for 1.5h;

DOI:10.1021/ja062987w

Reference yield:

(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 (919111-09-4) → (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

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; at 20 ℃; for 2h;

DOI:10.1021/ja062987w

Reference yield:

(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 (919111-09-4) → (1R,2R,3R)-8-Benzyloxy-1,2-dihydroxy-3-methyl-1-(3-methyl-butyl)-4-oxo-1,2,3,4-tetrahydro-anthracene-2-carbaldehyde (919111-10-7)

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

upstream raw materials:

(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

Downstream raw materials:

rishirilide B

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