(4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal

Base Information

• Chemical Name: (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal
• CAS No.: 161006-57-1
• Molecular Formula: C₂₈H₅₄O₄Si₂
• Molecular Weight: 510.905

Synonyms:(4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal

Chemical Property of (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal

Chemical Property:

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Technology Process of (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal

There total 1 articles about (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal 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:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal (161006-57-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / 2,6-Lutidine

2: 94 percent / -20 °C / Jones oxidation

3: LDA / hexamethylphosphoric acid triamide

With 2,6-dimethylpyridine; lithium diisopropyl amide; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/0040-4039(94)88279-7

Reference yield: 9.0%

Phenylselenyl chloride (5707-04-0) + (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal (161006-57-1) → (4aR,5R,8aR)-4a,5,6,7-tetrahydro-4,8a-dimethyl-4-(2'-triisopropylsiloxyethyl)naphthalene-3,8(4H,8aH)-dione 8-ethylene ketal (161006-59-3) + (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-7-phenylselanyl-5-(2'-triisopropylsiloxyethyl)naphthalene-1,6(2H,7H)-dione ethylene ketal

Guidance literature:

In dichloromethane; for 0.0833333h;

Reference yield:

Phenylselenyl chloride (5707-04-0) + (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-5-(2'-triisopropylsiloxyethyl)-6-trimethylsiloxynaphthalen-1(2H)-one ethylene ketal (161006-57-1) → (4aR,5R,8aR)-3,4,4a,5,8,8a-hexahydro-5,8a-dimethyl-7-phenylselanyl-5-(2'-triisopropylsiloxyethyl)naphthalene-1,6(2H,7H)-dione ethylene ketal

Guidance literature:

In dichloromethane; at -78 ℃; Yield given;

DOI:10.1016/0040-4039(94)88279-7

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

Downstream raw materials:

(4aR,5R,8aR)-4a,5,6,7-tetrahydro-4,8a-dimethyl-4-(2'-triisopropylsiloxyethyl)naphthalene-3,8(4H,8aH)-dione 8-ethylene ketal

16-hydroxycleroda-3,13-dien-15,16-olide

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