(4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol

Base Information

• Chemical Name: (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol
• CAS No.: 79782-40-4
• Molecular Formula: C₂₄H₂₈O₃
• Molecular Weight: 364.485
• Mol file: 79782-40-4.mol

Synonyms:

Chemical Property of (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol

There total 6 articles about (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol 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:

(+/-)-1,4,5,8,9,10-trans-hexahydronaphthalene-1,4-dione (2906-93-6,3198-51-4,6102-42-7,36159-09-8,54963-84-7,84275-37-6) → (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol (79782-40-4,84173-26-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 33 percent / Aureobasidium pullulans NRRL Y-12610

2: 99 percent / NaH / dimethylsulfoxide / 25 °C

3: KOAc / 1 h / 25 °C

4: 89 percent / KOH / methanol; diethyl ether / 2 h / 25 °C

5: H₂O₂ / tetrahydrofuran / 2.5 h / 25 °C

6: 2 h / 55 °C

With potassium hydroxide; Aureobasidium pullulans NRRL Y-12610; dihydrogen peroxide; potassium acetate; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;

DOI:10.1021/ja00411a063

Reference yield:

(-)-(1S,4S,9R)-Δ6-trans-Octalin-1,4-diol (3198-50-3) → (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol (79782-40-4,84173-26-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / NaH / dimethylsulfoxide / 25 °C

2: KOAc / 1 h / 25 °C

3: 89 percent / KOH / methanol; diethyl ether / 2 h / 25 °C

4: H₂O₂ / tetrahydrofuran / 2.5 h / 25 °C

5: 2 h / 55 °C

With potassium hydroxide; dihydrogen peroxide; potassium acetate; sodium hydride; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide;

DOI:10.1021/ja00411a063

Reference yield:

1β,4α-bis(benzyloxy)-1,2,3,4,4aβ,5,8,8aα-octahydronaphthalene (84131-75-9) → (4aS,5R,8R,8aS)-5,8-Bis-benzyloxy-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-ol (79782-40-4,84173-26-2)

Guidance literature:

Multi-step reaction with 4 steps

1: KOAc / 1 h / 25 °C

2: 89 percent / KOH / methanol; diethyl ether / 2 h / 25 °C

3: H₂O₂ / tetrahydrofuran / 2.5 h / 25 °C

4: 2 h / 55 °C

With potassium hydroxide; dihydrogen peroxide; potassium acetate; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/ja00411a063

upstream raw materials:

C₃₀H₃₄O₄Se

(+/-)-1,4,5,8,9,10-trans-hexahydronaphthalene-1,4-dione

(-)-(1S,4S,9R)-Δ⁶-trans-Octalin-1,4-diol

1β,4α-bis(benzyloxy)-1,2,3,4,4aβ,5,8,8aα-octahydronaphthalene

Downstream raw materials:

1β,4α-bis(benzyloxy)-7-oxo-1,2,3,4,4aβ,7,8,8aα-octahydronaphthalene

C₃₉H₅₂N₂O₆S

Methanesulfonic acid (1R,4aR,5S,8S,8aR)-5,8-bis-benzyloxy-1-[3-(1-ethoxy-ethoxy)-propyl]-3-oxo-decahydro-naphthalen-2-ylmethyl ester

(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one