(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

Base Information

Chemical Name:(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene
CAS No.:193279-84-4
Molecular Formula:C₃₂H₄₂O₆
Molecular Weight:522.682
Hs Code.:

Synonyms:(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

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Chemical Property of (4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

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Technology Process of (4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

There total 16 articles about (4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene 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: 92.0%

: 100-39-0
benzyl bromide

: 193279-83-3
(4aR,6R,7aS,9R,10R,11aR,12aS)-9-((E)-3-Hydroxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cycloocten-10-ol

: 193279-84-4
(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

Guidance literature:: With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1039/a702158e

Reference yield:

: 1054689-67-6
{(4aS,6R,7S,9S,10aR)-6-[4-(2-Ethoxy-ethoxy)-but-2-ynyl]-2,2,9-trimethyl-hexahydro-1,3,5-trioxa-benzocycloocten-7-yloxy}-triisopropyl-silane

: 193279-84-4
(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

Guidance literature:: Multi-step reaction with 9 steps

1: PPTS / propan-1-ol

2: Red-Al / diethyl ether

3: 97 percent / (D)-(-)-diethyl tartrate, Ti(O(i-Pr))4, t-BuOOH, 4 Angstroem molecular sieves / CH₂Cl₂ / -20 °C

4: SO₃-pyridine, Et₃N, DMSO / 1,2-dichloro-ethane

5: toluene

6: Bu₄NF / tetrahydrofuran

7: Pd(PPh₃)4, PPh₃ / CH₂Cl₂ / 0.08 h

8: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

9: 92 percent / NaH / dimethylformamide; tetrahydrofuran / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; pyridine-SO₃ complex; diethyl (2S,3S)-tartrate; 4 A molecular sieve; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; propan-1-ol; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/a702158e

Reference yield:

: 193279-71-9
(E)-3-[(2R,3R)-3-((4aS,6R,7S,9S,10aR)-2,2,9-Trimethyl-7-triisopropylsilanyloxy-hexahydro-1,3,5-trioxa-benzocycloocten-6-ylmethyl)-oxiranyl]-acrylic acid methyl ester

: 193279-84-4
(4aR,6R,7aS,9R,10R,11aR,12aS)-10-Benzyloxy-9-((E)-3-benzyloxy-propenyl)-3,3,6-trimethyl-decahydro-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

Guidance literature:: Multi-step reaction with 4 steps

1: Bu₄NF / tetrahydrofuran

2: Pd(PPh₃)4, PPh₃ / CH₂Cl₂ / 0.08 h

3: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

4: 92 percent / NaH / dimethylformamide; tetrahydrofuran / 0 °C

With tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a702158e