Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester
• CAS No.: 87059-23-2
• Molecular Formula: C₂₂H₃₂O₅S
• Molecular Weight: 408.559
• Mol file: 87059-23-2.mol

Synonyms:

Chemical Property of Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester

There total 2 articles about Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester 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: 91.0%

(1S,4aS,7R,8aS)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-octahydro-naphthalen-2-one (83093-43-0,87059-22-1,87059-29-8) + p-toluenesulfonyl chloride (98-59-9) → Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester (87059-23-2,87059-30-1)

Guidance literature:

With pyridine; for 44h; Ambient temperature;

Reference yield:

(S)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-4,4a,5,6-tetrahydro-3H-naphthalen-2-one (83093-41-8,83093-45-2) → Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester (87059-23-2,87059-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 24 percent / potassium hydroxide, H₂ / 10percent palladium charcoal / ethanol / 0.5 h / 760 Torr / Ambient temperature

2: 91 percent / pyridine / 44 h / Ambient temperature

With pyridine; potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;

Reference yield:

Toluene-4-sulfonic acid 2-((2R,4aS,8aS)-4a,8-dimethyl-7-oxo-decahydro-naphthalen-2-yl)-2-hydroxy-propyl ester (87059-23-2,87059-30-1) → elemol (639-99-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 97 percent / basic alumina

2: 94 percent / LAH / diethyl ether / 12 h / Heating

3: 92 percent / chromium trioxide / pyridine / 3 h / Ambient temperature

4: 99 percent / boron trifluoride etherate / benzene / 4 h / Ambient temperature

5: 76 percent / etheral methyllithium / tetrahydrofuran / 0.33 h / 0 °C

6: 77 percent / ozone, sodium borohydride / methanol; CH₂Cl₂ / 0.58 h / -77 °C

7: 84 percent / tri-n-butyl phosphine / tetrahydrofuran; pyridine / 18 h / Ambient temperature

8: 72 percent / NaHCO₃, NaIO₄ / methanol; tetrahydrofuran; H₂O / 6 h / Ambient temperature

With chromium(VI) oxide; aluminum oxide; sodium tetrahydroborate; sodium periodate; lithium aluminium tetrahydride; tributylphosphine; boron trifluoride diethyl etherate; methyllithium; sodium hydrogencarbonate; ozone; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; benzene;

upstream raw materials:

(1S,4aS,7R,8aS)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-octahydro-naphthalen-2-one

p-toluenesulfonyl chloride

(S)-7-(1,2-Dihydroxy-1-methyl-ethyl)-1,4a-dimethyl-4,4a,5,6-tetrahydro-3H-naphthalen-2-one

Downstream raw materials:

11-hydroxy-4α,5α-eudesm-3-one

elemol

trans-Dihydrocarisson-tosylhydrazon

(S)-2-[(1S,2S,5R)-2-(2-Hydroxy-ethyl)-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-cyclohexyl]-propan-1-ol