[(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

Base Information

• Chemical Name: [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione
• CAS No.: 118832-69-2
• Molecular Formula: C₁₁H₁₄O₂*C₃₁H₃₀O₄
• Molecular Weight: 644.808
• Mol file: 118832-69-2.mol

Synonyms:

Chemical Property of [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione

There total 2 articles about [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione 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: 71.0%

Wieland-Miescher ketone (20007-99-2,33878-99-8,100348-93-4,20007-72-1) + (S,S)-taddol (93222-42-5,93379-48-7,93379-49-8,118139-82-5,126639-52-9,37031-30-4) → [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione (117803-32-4,118832-69-2)

Guidance literature:

In hexane; benzene; for 12h; Ambient temperature;

DOI:10.1016/S0040-4039(00)80147-1

Reference yield:

phenylmagnesium bromide → [(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with 8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione (117803-32-4,118832-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / tetrahydrofuran

2: 71 percent / benzene; hexane / 12 h / Ambient temperature

In tetrahydrofuran; hexane; benzene;

DOI:10.1016/S0040-4039(00)80147-1

Reference yield:

[(4S,5S)-5-(Hydroxy-diphenyl-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-diphenyl-methanol; compound with (S)-8a-methyl-3,4,8,8a-tetrahydro-2H,7H-naphthalene-1,6-dione (118832-69-2) → (4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one (878-47-7,4242-00-6,34996-06-0,50302-16-4,70191-02-5,34996-05-9)

Guidance literature:

With sodium tetrahydroborate; C₃₁H₃₀O₄; for 72h;

upstream raw materials:

Wieland-Miescher ketone

(S,S)-taddol

Downstream raw materials:

(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-4a-methylnaphthalen-2(3H)-one