(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one

Base Information

• Chemical Name: (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one
• CAS No.: 136007-63-1
• Molecular Formula: C₄₄H₅₄O₄Si
• Molecular Weight: 674.996
• Mol file: 136007-63-1.mol

Synonyms:(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one

Chemical Property of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one

There total 10 articles about (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-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:

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-ol (136007-48-2,136034-16-7) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one (136007-63-1)

Guidance literature:

With pyridine; chromium(VI) oxide; Celite; In dichloromethane; at 20 - 25 ℃; for 1h;

DOI:10.1021/jm00114a004

Reference yield:

1-phenyl-4-nitrobenzene (92-93-3) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one (136007-63-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 2.) 2,3-dichloro-5,6-dicyano-p-benzoquinone / 1.) THF, -70 deg C, 1 h, 2.) THF, 20 deg C, 1 h

2: 51 percent / DDQ / tetrahydrofuran / 1.5 h / 20 °C

3: 91 percent / NH₃, H₂ / Ni Raney / methanol / 2 h / 20 °C

4: 1.) NaNO₂, 20percent aq. HBr, 2.) urea / 1.) H₂O, 0 deg C, 15 min, 2.) from 0 to 100 deg C, 1 h

5: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

6: 92 percent / glacial acetic acid / tetrahydrofuran / 48 h / Heating

7: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

With pyridine; chromium(VI) oxide; Celite; ammonia; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; hydroquinone; urea; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; nickel; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jm00114a004

Reference yield:

3-isopropyl-4-nitrobiphenyl (127502-68-5) → (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-one (136007-63-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 51 percent / DDQ / tetrahydrofuran / 1.5 h / 20 °C

2: 91 percent / NH₃, H₂ / Ni Raney / methanol / 2 h / 20 °C

3: 1.) NaNO₂, 20percent aq. HBr, 2.) urea / 1.) H₂O, 0 deg C, 15 min, 2.) from 0 to 100 deg C, 1 h

4: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

5: 92 percent / glacial acetic acid / tetrahydrofuran / 48 h / Heating

6: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

With pyridine; chromium(VI) oxide; Celite; ammonia; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; hydroquinone; urea; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium nitrite; nickel; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jm00114a004

upstream raw materials:

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-tetrahydro-pyran-2-ol

1-phenyl-4-nitrobenzene

[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-methanol

3-isopropyl-4-nitrobiphenyl

Downstream raw materials:

(4R,6S)-6-(3-Cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxymethyl)-4-hydroxy-tetrahydro-pyran-2-one

Sodium; (3R,5S)-6-(3-cyclohexylmethyl-5-isopropyl-biphenyl-4-yloxy)-3,5-dihydroxy-hexanoate