Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

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Chemical Name:Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester
CAS No.:126694-05-1
Molecular Formula:C₃₉H₅₄O₉
Molecular Weight:666.852
Hs Code.:

Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

Synonyms:Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

There total 10 articles about Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-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: 90.0%

: 126694-04-0
(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-2,11-Bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cyclooctene-3,10-diol

: 108-24-7
acetic anhydride

: 126694-05-1
Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja00165a085

Reference yield:

: 126693-99-0
(Z)-(5aS,6aR,8S,12aS,13aR)-4,6a,8-Trimethyl-5,5a,6a,7,8,12a,13,13a-octahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cyclooctene-2,11-dione

: 126694-05-1
Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 25 °C

2: 63 percent / Lawesson's reagent, 1,1,3,3-tetramethylthiourea / xylene / 3 h / 115 °C

4: 1.) thexylborane, 2.) NaOH, H₂O₂ / 1.) THF, 0 deg C, 5 h, 2.) 0 deg C, 2 h

5: 90 percent / DMAP / CH₂Cl₂ / 2 h / 0 °C

With Lawessons reagent; dmap; sodium hydroxide; 1,1,3,3-tetramethyl-2-thiourea; thexylborane; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00165a085

Reference yield:

: 126693-95-6
(S)-3-[(2R,3S,5R,6S)-3,5-Bis-benzyloxy-2-methyl-6-(2-oxo-propyl)-tetrahydro-pyran-2-yl]-2-methyl-propionaldehyde

: 126694-05-1
Acetic acid (2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-2,11-bis-(2-benzyloxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-10-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / ZnBr₂ / diethyl ether / 0.5 h / -78 °C

2: 100 percent / H₂ / Pd(OH)2 / tetrahydrofuran / 3 h / 25 °C

3: 1.) (pyrS)2, PPh₃, 2.) AgClO₄ / 1.) CH₂Cl₂, 25 deg C, 1 h, 2.) toluene, 115 deg C, 4 h

5: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 4 h / 25 °C

6: 63 percent / Lawesson's reagent, 1,1,3,3-tetramethylthiourea / xylene / 3 h / 115 °C

8: 1.) thexylborane, 2.) NaOH, H₂O₂ / 1.) THF, 0 deg C, 5 h, 2.) 0 deg C, 2 h

9: 90 percent / DMAP / CH₂Cl₂ / 2 h / 0 °C

With Lawessons reagent; dmap; sodium hydroxide; 1,1,3,3-tetramethyl-2-thiourea; (pyrS)2; thexylborane; hydrogen; dihydrogen peroxide; silver perchlorate; triphenylphosphine; zinc dibromide; palladium dihydroxide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; xylene;
DOI:10.1021/ja00165a085