4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

Base Information

Chemical Name:4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol
CAS No.:105638-40-2
Molecular Formula:C₂₂H₃₀O₅S
Molecular Weight:406.543
Hs Code.:

Synonyms:4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

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Chemical Property of 4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

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Technology Process of 4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

There total 7 articles about 4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-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: 99.0%

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 105619-89-4
(+/-)-4-acetoxy-6-phenylsulfanyl-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

: 105638-40-2
4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

Guidance literature:: With diisopropylamine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1021/jo00377a006

Reference yield:

: 105619-83-8,105662-76-8
Acetic acid (1S,3R,4S,7R,8S)-(11-oxa-tricyclo[5.3.1.0^4,8]undec-9-en-3-yl) ester

: 105638-40-2
4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 4.17 g / BF₃*Et₂O / 6 h / Ambient temperature

2: BF₃*Et₂O, thiophenole / 6 h / Ambient temperature

3: 99 percent / i-Pr₂EtN / CH₂Cl₂ / 6 h / Ambient temperature

With boron trifluoride diethyl etherate; thiophenol; N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield:

: 93111-81-0
2-<2-(1,3-dioxolan-2-yl)ethyl>-3,5-cycloheptadien-1-ol

: 105638-40-2
4-acetoxy-1-<(2-methoxyethoxy)methoxy>-6-(thiophenoxy)-1α,2,3,3aα,4α,5,6β,8aα-octahydroazulen-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / Et₃N, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 1.) 0deg C, 30 min, 2.) RT, 30 min

2: 90 percent / 5percent aq. trifluoroacetic acid / acetone / 120 h / Ambient temperature

3: 11.5 g / BF₃*Et₂O / CH₂Cl₂ / 0.08 h / 0 °C

4: 9.5 g / BF₃*Et₂O / 8 h / Ambient temperature

5: 99 percent / diisopropylamine / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; boron trifluoride diethyl etherate; triethylamine; diisopropylamine; trifluoroacetic acid; In dichloromethane; acetone;
DOI:10.1021/jo00377a006