Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

Base Information

Chemical Name:Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester
CAS No.:156130-23-3
Molecular Formula:C₂₉H₄₂O₆S
Molecular Weight:518.715
Hs Code.:

Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

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Chemical Property of Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

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Technology Process of Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

There total 3 articles about Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl 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:

: 78161-10-1
15,17-diacetoxy-7,13E-labdadiene

: 156130-23-3
Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 264 mg / aq. K₂CO₃ / methanol / 0.5 h / Ambient temperature

2: 1.) Ti(i-PrO)4, D-(-)-diethyl tartrate, 2.) t-BuOOH / 1) CH₂Cl₂, -23 deg C, 20 min; 2) CH₂Cl₂, -20 deg C, 18 h

3: 61 mg / pyridine / 0 - 5 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; potassium carbonate; In methanol;
DOI:10.1016/S0031-9422(00)90593-4

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 156130-22-2
Acetic acid (1R,4aS,8aS)-1-[2-((2R,3R)-3-hydroxymethyl-2-methyl-oxiranyl)-ethyl]-5,5,8a-trimethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

: 156130-23-3
Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

Guidance literature:: With pyridine; at 0 - 5 ℃;
DOI:10.1016/S0031-9422(00)90593-4

Reference yield:

: 156053-25-7
17-acetoxy-7,13E-labdadien-15-ol

: 156130-23-3
Acetic acid (1R,4aS,8aS)-5,5,8a-trimethyl-1-{2-[(2R,3R)-2-methyl-3-(toluene-4-sulfonyloxymethyl)-oxiranyl]-ethyl}-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Ti(i-PrO)4, D-(-)-diethyl tartrate, 2.) t-BuOOH / 1) CH₂Cl₂, -23 deg C, 20 min; 2) CH₂Cl₂, -20 deg C, 18 h

2: 61 mg / pyridine / 0 - 5 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate;
DOI:10.1016/S0031-9422(00)90593-4