(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

Base Information

Chemical Name:(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol
CAS No.:221379-83-5
Molecular Formula:C₃₃H₄₈O₆S₂
Molecular Weight:604.873
Hs Code.:

(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

Synonyms:(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

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Chemical Property of (Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

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Technology Process of (Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

There total 38 articles about (Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-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: 84.0%

: 221379-82-4
2,2-Dimethyl-propionic acid (Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yl ester

: 221379-83-5
(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1021/ja971219p

Reference yield:

: (Z)-(3R,4aS,7aR,11aR,12aR)-11a-Ethylsulfanyl-3-phenyl-4a,5,7a,9,10,11,11a,12a-octahydro-1H-2,4,8,12-tetraoxa-dibenzo[a,d]cyclooctene

: 221379-83-5
(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / Ph₃SnH, AIBN / toluene / 2 h / 110 °C

2: 94 percent / H₂ / 10 percent Pd/C / methanol / 17 h / 25 °C

3: 90 percent / imidazole / CH₂Cl₂ / 0.5 h / 25 °C

4: 89 percent / 4-methylmorpholine N-oxide, tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 0.5 h / 25 °C

5: Zn(OTf)2 / CH₂Cl₂ / 4 h / 25 °C

6: 89 percent / Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 0 - 30 °C

7: 1.) HMPA, n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 30 min; 25 deg C, 20 min

8: 83 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 2,2'-azobis(isobutyronitrile); triphenylstannane; hydrogen; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;

Reference yield:

: 193970-59-1
(2R,4S,5R)-4-[(Z)-3-((R)-3,3-Bis-ethylsulfanyl-tetrahydro-pyran-2-yl)-allyl]-2-phenyl-[1,3]dioxan-5-ol

: 221379-83-5
(Z)-(2R,4aR,6S,7R,11aS)-6-[(Z)-3-((4aS,6R,10aR)-7,7-Bis-ethylsulfanyl-octahydro-1,5-dioxa-benzocycloocten-6-yl)-allyl]-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 72 percent / 4 Angstroem molecular sieves, NaHCO₃, AgClO₄, silica gel / nitromethane / 3 h / 25 °C

2: 81 percent / Ph₃SnH, AIBN / toluene / 2 h / 110 °C

3: 94 percent / H₂ / 10 percent Pd/C / methanol / 17 h / 25 °C

4: 90 percent / imidazole / CH₂Cl₂ / 0.5 h / 25 °C

5: 89 percent / 4-methylmorpholine N-oxide, tetrapropylammonium perruthenate / CH₂Cl₂; acetonitrile / 0.5 h / 25 °C

6: Zn(OTf)2 / CH₂Cl₂ / 4 h / 25 °C

7: 89 percent / Et₃N, SO₃*pyr / dimethylsulfoxide; CH₂Cl₂ / 0 - 30 °C

8: 1.) HMPA, n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 30 min; 25 deg C, 20 min

9: 83 percent / DIBAL-H / CH₂Cl₂ / 1 h / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; tetrapropylammonium perruthennate; pyridine-SO₃ complex; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; triphenylstannane; hydrogen; silver perchlorate; silica gel; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In methanol; nitromethane; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile;