Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

Base Information

Chemical Name:Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester
CAS No.:155005-64-4
Molecular Formula:C₃₈H₅₄O₈S
Molecular Weight:670.908
Hs Code.:

Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

Synonyms:Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

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Chemical Property of Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

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Technology Process of Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

There total 4 articles about Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl 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:

: C₂₉H₄₆O₅

: 155005-64-4
Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / DMAP, Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

2: 1.) Py*HCl, (Cl₂CHCO)2O, 2.) Na₂CO₃ / 1.) xylene, 150-155 deg C, 0.5 h, 2.) acetone, H₂O, 25 deg C, 14 h

3: pyridine / 5 h / 0 °C

With pyridine; dmap; pyridine hydrochloride; sodium carbonate; dichloroacetic anhydride; triethylamine; In dichloromethane;
DOI:10.1021/ja00081a050

Reference yield:

: hecogenin acetate

: 155005-64-4
Acetic acid (2S,4aS,4bS,6R,6aS,6bS,9aS,10aS,10bR,12aS)-2-acetoxy-4a,6a,7-trimethyl-8-[(R)-3-methyl-4-(toluene-4-sulfonyloxy)-butyl]-2,3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12,12a-hexadecahydro-1H-9-oxa-pentaleno[2,1-a]phenanthren-6-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: DIBAH / tetrahydrofuran / 0.2 h / -78 °C

2: 90 percent / DMAP, Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

3: 1.) Py*HCl, (Cl₂CHCO)2O, 2.) Na₂CO₃ / 1.) xylene, 150-155 deg C, 0.5 h, 2.) acetone, H₂O, 25 deg C, 14 h

4: pyridine / 5 h / 0 °C

With pyridine; dmap; pyridine hydrochloride; diisobutylaluminium hydride; sodium carbonate; dichloroacetic anhydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00081a050