(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

Base Information

Chemical Name:(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene
CAS No.:511274-28-5
Molecular Formula:C₂₂H₃₂O₅S
Molecular Weight:408.559
Hs Code.:

Synonyms:(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

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Chemical Property of (E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

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Technology Process of (E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

There total 3 articles about (E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene 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: 20.0%

: 870537-92-1
(2S,3R,4S,5R,6R)-3,4-Dimethoxy-5-pent-4-enyloxy-6-pent-4-enyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran

: (Z)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

: 511274-28-5
(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 47h;
DOI:10.1021/jo051021k

Reference yield:

: 511274-40-1
(2R,3R,4S,5R,6S)-2-Hydroxymethyl-4,5-dimethoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

: 511274-28-5
(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran; various solvent(s) / 42 h / 0 - 20 °C

2: 20 percent / Cl₂Ru[P(cyclohexyl)3]2=CHPh / CH₂Cl₂ / 47 h / 20 °C

With Grubbs catalyst first generation; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo051021k

Reference yield:

: 161391-28-2
phenyl 4,6-O-benzylidene-2,3-di-O-methyl-1-thio-β-D-glucopyranose

: 511274-28-5
(E)-(2S,3R,4S,4aR,15aR)-3,4-Dimethoxy-2-phenylsulfanyl-2,3,4,4a,6,7,8,11,12,13,15,15a-dodecahydro-1,5,14-trioxa-benzocyclotridecene

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 10-camphorsulfonic acid / methanol / 48 h / 20 °C

2: 64 percent / tetrabutylammonium iodide; NaH / tetrahydrofuran; various solvent(s) / 42 h / 0 - 20 °C

3: 20 percent / Cl₂Ru[P(cyclohexyl)3]2=CHPh / CH₂Cl₂ / 47 h / 20 °C

With Grubbs catalyst first generation; (1S)-10-camphorsulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo051021k