(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

Base Information

Chemical Name:(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol
CAS No.:342901-72-8
Molecular Formula:C₂₃H₂₈O₆
Molecular Weight:400.472
Hs Code.:

Synonyms:(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

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Chemical Property of (2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

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Technology Process of (2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

There total 7 articles about (2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-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:

: ((2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-7-hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-acetic acid methyl ester

: 342901-72-8
(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 100-39-0
benzyl bromide

: 342901-72-8
(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-Bu₂SnO / benzene / Heating

1.2: CsF / dimethylformamide / 20 °C

2.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

2.2: n-Bu₃SnH; AIBN / benzene / Heating

3.1: conc. HCl / CHCl₃ / 20 °C

3.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

4.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

5.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

6.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

7.1: LiAlH₄ / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; sodium hydride; di(n-butyl)tin oxide; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile; benzene;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W

Reference yield:

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 342901-72-8
(2R,4aR,6S,7R,9R,9aS)-9-Benzyloxy-6-(2-hydroxy-ethyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH; CS₂; MeI / tetrahydrofuran / 20 °C

1.2: n-Bu₃SnH; AIBN / benzene / Heating

2.1: conc. HCl / CHCl₃ / 20 °C

2.2: 46 percent / camphorsulfonic acid / CH₂Cl₂ / 20 °C

3.1: 97 percent / N-methylmorpholine / CH₂Cl₂ / 20 °C

4.1: 98 percent / MeI; NaHCO₃ / acetonitrile; H₂O / 20 °C

5.1: SmI₂; HMPA / methanol; tetrahydrofuran / 0 °C

6.1: LiAlH₄ / tetrahydrofuran / 20 °C

With 4-methyl-morpholine; hydrogenchloride; carbon disulfide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; samarium diiodide; sodium hydride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1002/1521-3773(20010316)40:6<1090::AID-ANIE10900>3.0.CO;2-W