1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene

Base Information

• Chemical Name: 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene
• CAS No.: 103905-04-0
• Molecular Formula: C₃₀H₄₄O₆S
• Molecular Weight: 532.742
• Mol file: 103905-04-0.mol

Synonyms:1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene

Chemical Property of 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene

There total 7 articles about 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene 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: 92.0%

Dimethoxymethane (109-87-5) + 1-acetoxy-8-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-9-(phenylsulfonyl)-2(E),6(E)-nonadiene (103905-01-7) → 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene (103905-04-0)

Guidance literature:

With phosphorus pentoxide; for 24h; Ambient temperature;

DOI:10.1021/jo00370a017

Reference yield:

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene (103905-04-0)

Guidance literature:

Multi-step reaction with 4 steps

1: SeO₂, salicylic acid, tert-butyl hydroperoxide / CH₂Cl₂ / 27 h / Ambient temperature

2: PDC / CH₂Cl₂ / 10 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h

4: 92 percent / P₂O₅ / 24 h / Ambient temperature

With tert.-butylhydroperoxide; dipyridinium dichromate; n-butyllithium; selenium(IV) oxide; phosphorus pentoxide; salicylic acid; In dichloromethane;

DOI:10.1021/jo00370a017

Reference yield:

8-hydroxygeranyl acetate (37905-03-6) → 1-acetoxy-3,7-dimethyl-8-methoxymethoxy-9-phenylsulfonyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2(E),6(E)-nonadiene (103905-04-0)

Guidance literature:

Multi-step reaction with 3 steps

1: PDC / CH₂Cl₂ / 10 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, -78 deg C, 2 h, 2.) THF, -78 deg C, 3 h

3: 92 percent / P₂O₅ / 24 h / Ambient temperature

With dipyridinium dichromate; n-butyllithium; phosphorus pentoxide; In dichloromethane;

DOI:10.1021/jo00370a017

upstream raw materials:

Dimethoxymethane

1-acetoxy-8-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-9-(phenylsulfonyl)-2(E),6(E)-nonadiene

bromethyl methyl ether

(2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Downstream raw materials:

RETINOL

9-cis-retinol

11,13-Di-cis-vitamin A