Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester
CAS No.:685885-60-3
Molecular Formula:C₃₆H₅₅NO₉Si
Molecular Weight:673.919
Hs Code.:

Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

Synonyms:Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

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Chemical Property of Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

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Technology Process of Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

There total 14 articles about Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-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: 93.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 685885-59-0
Benzoic acid (2R,3S,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-hydroxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

: 685885-60-3
Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 48h;
DOI:10.1055/s-2004-817769

Reference yield:

: 524734-72-3
[(4R,5S)-2,2,5-Trimethyl-5-((R)-3-oxo-1-triethylsilanyloxy-propyl)-[1,3]dioxolan-4-yl]-acetonitrile

: 685885-60-3
Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: n-BuLi / tetrahydrofuran

2: TBAF / tetrahydrofuran

3: 99 percent / CuI; n-PrNH₂ / Pd(PPh₃)4 / toluene

4: 100 percent / pyridine; DMAP / CH₂Cl₂

5: HF*pyridine / acetonitrile

6: BF₃*OEt₂ / CH₂Cl₂

7: 93 percent / pyridine / dimethylformamide / 48 h / 0 - 20 °C

With pyridine; propylamine; dmap; copper(l) iodide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridine hydrogenfluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1055/s-2004-817769

Reference yield:

: 1-((2S,3R,5S,6R)-3-Hydroxy-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-propan-2-one

: 685885-60-3
Benzoic acid (2R,3R,4aR,7aS,9R,10S,11aR,12aS)-3-((R)-2-cyano-1-triisopropylsilanyloxy-ethyl)-10-methoxy-9-methoxymethyl-3-methyl-6-oxo-dodecahydro-4,8,12-trioxa-dibenzo[a,d]cycloocten-2-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: PPTS / CH₂Cl₂

2.1: LDA / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / 20 °C

2.3: CSA / methanol

3.1: 99 percent / CuI; n-PrNH₂ / Pd(PPh₃)4 / toluene

4.1: 100 percent / pyridine; DMAP / CH₂Cl₂

5.1: HF*pyridine / acetonitrile

6.1: BF₃*OEt₂ / CH₂Cl₂

7.1: 93 percent / pyridine / dimethylformamide / 48 h / 0 - 20 °C

With pyridine; propylamine; dmap; copper(l) iodide; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1055/s-2004-817769