acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

Base Information

Chemical Name:acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester
CAS No.:928113-03-5
Molecular Formula:C₂₅H₃₆O₇
Molecular Weight:448.557
Hs Code.:

Synonyms:acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

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Chemical Property of acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

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Technology Process of acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

There total 7 articles about acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl 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:

: (2,2-dimethyl-5-methylene-[1,3]dioxan-4-yl)-acetaldehyde

: 928113-03-5
acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiHMSA / tetrahydrofuran / 1 h / -78 - 20 °C

2: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

3: TBAF / tetrahydrofuran / 24 h / 40 °C

4: CH₃COOH / 1 h / 0 °C

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.11.167

Reference yield:

: (2,2-dimethyl-5-oxo-[1,3]dioxan-4-yl)-acetic acid ethyl ester

: 928113-03-5
acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / t-ButOK / tetrahydrofuran / Heating

2: 65 percent / DIBAH / CH₂Cl₂ / 0.5 h / -78 °C

3: LiHMSA / tetrahydrofuran / 1 h / -78 - 20 °C

4: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

5: TBAF / tetrahydrofuran / 24 h / 40 °C

6: CH₃COOH / 1 h / 0 °C

With dmap; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; 1: Wittig olefination;
DOI:10.1016/j.tetlet.2006.11.167

Reference yield:

: (2,2-dimethyl-5-methylene-[1,3]dioxan-4-yl)-acetic acid ethyl ester

: 928113-03-5
acetic acid 4-acetoxy-6-hydroxy-1-[5-(1-hydroxy-allyl)-2,6,6-trimethyl-cyclohex-1-enyl]-7-hydroxymethyl-oct-7-en-2-ynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / DIBAH / CH₂Cl₂ / 0.5 h / -78 °C

2: LiHMSA / tetrahydrofuran / 1 h / -78 - 20 °C

3: 95 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 20 °C

4: TBAF / tetrahydrofuran / 24 h / 40 °C

5: CH₃COOH / 1 h / 0 °C

With dmap; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2006.11.167