6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one

Base Information

• Chemical Name: 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one
• CAS No.: 849692-99-5
• Molecular Formula: C₃₅H₃₈O₅
• Molecular Weight: 538.684
• Mol file: 849692-99-5.mol

Synonyms:6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one

Chemical Property of 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one

There total 6 articles about 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-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: 100.0%

hexanal (66-25-1) + (3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one (790699-58-0) → 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one (849692-99-5)

Guidance literature:

(3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one; With TEA; t-butyldimethylsiyl triflate; In dichloromethane;

hexanal; With boron trifluoride diethyl etherate; at -70 ℃;

DOI:10.1016/j.bmcl.2004.07.043

Reference yield:

methyl <3,5-dihydroxy-2-(methoxycarbonyl)phenyl>acetate (6110-30-1) → 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one (849692-99-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 93 percent / NaH

2.1: 96 percent / aq. KOH / ethanol

3.1: 91 percent / TMS ethoxyacetylene

4.1: 75 percent / 4A molecular sieves / 20 °C

5.1: TBSOTf; TEA / CH₂Cl₂

5.2: 100 percent / BF₃*Et₂O / -70 °C

With potassium hydroxide; trimethylsilylethoxyacetylene; 4 A molecular sieve; TEA; t-butyldimethylsiyl triflate; sodium hydride; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.043

Reference yield:

2,4-bis-benzyloxy-6-methoxycarbonylmethylbenzoic acid methyl ester (37172-97-7) → 6,8-bis-benzyloxy-9-hydroxy-2-(1-hydroxy-hexyl)-3-methyl-3,4-dihydro-2H-anthracen-1-one (849692-99-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 96 percent / aq. KOH / ethanol

2.1: 91 percent / TMS ethoxyacetylene

3.1: 75 percent / 4A molecular sieves / 20 °C

4.1: TBSOTf; TEA / CH₂Cl₂

4.2: 100 percent / BF₃*Et₂O / -70 °C

With potassium hydroxide; trimethylsilylethoxyacetylene; 4 A molecular sieve; TEA; t-butyldimethylsiyl triflate; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.07.043

upstream raw materials:

hexanal

(3R)-6,8-dibenzyloxy-9-hydroxy-3-methyl-3,4-dihydro-2H-anthracen-1-one

methyl <3,5-dihydroxy-2-(methoxycarbonyl)phenyl>acetate

2,4-bis-benzyloxy-6-methoxycarbonylmethylbenzoic acid methyl ester