7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene

Base Information

• Chemical Name: 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene
• CAS No.: 79782-37-9
• Molecular Formula: C₃₂H₃₆O₄Se
• Molecular Weight: 563.595
• Mol file: 79782-37-9.mol

Synonyms:

Chemical Property of 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene

There total 7 articles about 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene 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:

diphenyl diselenide (1666-13-3) → 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene (79782-37-9,84173-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / acetic acid / 0.17 h / Ambient temperature

2: 32 g / acetic acid / 1 h / 25 °C

With bromine; In acetic acid;

DOI:10.1021/ja00341a046

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) → 7α-acetoxy-1β,4α-bis(benzyloxy)-6β-(phenylselenyl)-4aβ,8aα-decahydronaphthalene (79782-37-9,84173-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 18.67 g / Aureobasidium pullulans NRRL Y-12610 / H₂O / 72 °C

2: 99 percent / 1.) NaH / dimethylsulfoxide / 1.) RT, 30 min, 2.) RT, 3 h

3: 32 g / acetic acid / 1 h / 25 °C

With Aureobasidium pullulans NRRL Y-12610; sodium hydride; In water; acetic acid; dimethyl sulfoxide;

DOI:10.1021/ja00341a046

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) → Acetic acid (2S,4aS,5R,8R,8aS)-5,8-bis-benzyloxy-3-phenylselanyl-decahydro-naphthalen-2-yl ester (79782-37-9,84173-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 33 percent / Aureobasidium pullulans NRRL Y-12610

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

3: KOAc / 1 h / 25 °C

With Aureobasidium pullulans NRRL Y-12610; potassium acetate; sodium hydride; In dimethyl sulfoxide;

DOI:10.1021/ja00411a063

upstream raw materials:

Phenylselenyl bromide

acetic acid

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

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

Downstream raw materials:

mevastatin

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

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

3,5-Dihydroxy-7-[(1S,2S,8S,8aR)-2-methyl-8-((S)-2-methyl-butyryloxy)-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl]-heptanoic acid methyl ester