(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

Base Information

Chemical Name:(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol
CAS No.:653573-86-5
Molecular Formula:C₂₉H₄₆O₉Si
Molecular Weight:566.764
Hs Code.:

(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

Synonyms:(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

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Chemical Property of (2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

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Technology Process of (2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

There total 1 articles about (2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-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: 100.0%

: 623550-16-3
4-bromo-1-methoxy-2-(methoxymethoxy)benzene

: 653573-85-4
(2S,2aS,4S,4aS,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsilyloxy-2-hydroxy-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-4-carbaldehyde

: 653573-86-5
(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

Guidance literature:: 4-bromo-1-methoxy-2-(methoxymethoxy)benzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

(2S,2aS,4S,4aS,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsilyloxy-2-hydroxy-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-4-carbaldehyde; In tetrahydrofuran; at -78 ℃;
DOI:10.1055/s-2003-42114

Reference yield: 100.0%

: 108-24-7
acetic anhydride

: 653573-86-5
(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

: 653573-87-6
(2R,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-2-acetoxy-5-tert-butyldimethylsiloxy-4-[1-acetoxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan

Guidance literature:: With pyridine; dmap; at 20 ℃;
DOI:10.1055/s-2003-42114

Reference yield:

: 653573-86-5
(2S,2aS,4S,4aR,5R,6R,7R,7aS,7bR)-5-tert-butyldimethylsiloxy-4-[1-hydroxy[4-methoxy-3-(methoxymethoxy)phenyl]methyl]-6,7-(isopropylidenedioxy)decahydroindeno[7,1-bc]furan-2-ol

: 653573-96-7
(1S,3R,3aR,4S,7aS)-3-(3-acetoxy-4-methoxybenzyl)-7-methylene-1-vinyl-1,2,3,3a,7,7a-hexahydroinden-4-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / DMAP; pyridine / 20 °C

2.1: 87 percent / Li; NH₃ / tetrahydrofuran / -78 °C

3.1: 52 percent / DBU / toluene / 1.5 h / Heating

4.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

5.1: 88 percent / t-BuOK / benzene

6.1: 76 percent / aq. TFA / tetrahydrofuran / 0 °C

7.1: 90 percent / aq. NaOH / propan-2-ol / 20 °C

8.1: 96 percent / DMAP / CH₂Cl₂ / 20 °C

9.1: 76 percent / (EtO)3P / Heating

10.1: tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

10.2: 92 percent / Ac₂O / tetrahydrofuran

With pyridine; dmap; sodium hydroxide; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; lithium; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; triethyl phosphite; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; benzene; 4.1: Dess-Martin oxidation / 5.1: Wittig methylenation;
DOI:10.1055/s-2003-42114