(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

Base Information

Chemical Name:(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene
CAS No.:96823-49-3
Molecular Formula:C₃₉H₅₂O₇
Molecular Weight:632.838
Hs Code.:

Synonyms:(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

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Chemical Property of (5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

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Technology Process of (5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

There total 12 articles about (5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene 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: 97.0%

: 96823-48-2
(2S,3R)-3-Benzyloxy-5-[(4R,5S)-5-but-3-enyl-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-3-ethyl-pentan-2-ol

: 7306-46-9
4-chloromethyl-1,2-dimethoxy-benzene

: 96823-49-3
(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

Guidance literature:: With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; Ambient temperature;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield:

: 126393-85-9
(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

: 96823-49-3
(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

Guidance literature:: Multi-step reaction with 11 steps

1: 93 percent / H₂ / Pd-C / ethyl acetate / Ambient temperature

2: tetrahydrofuran / 1.5 h / -78 °C

3: 99 percent / NaH / tetrahydrofuran; dimethylformamide / 60 °C

4: 76 percent / DDQ / benzene / 2 h / Ambient temperature

5: 90 percent / DMSO, (COCl)2 / CH₂Cl₂ / -60 °C

6: 96 percent / tetrahydrofuran / 0 °C

7: 83 percent / DMSO, (COCl)2 / CH₂Cl₂ / -60 °C

8: 94 percent / tetrahydrofuran / -78 °C

9: 62 percent / 4N HCl / tetrahydrofuran / 50 °C

10: 86 percent / 10-camphorsulfonic acid (CSA) / CH₂Cl₂ / Ambient temperature

11: 97 percent / NaH / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

With hydrogenchloride; oxalyl dichloride; (1S)-10-camphorsulfonic acid; hydrogen; sodium hydride; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield:

: 96823-40-4
(2S,3R,6R,7S)-3-benzyloxy-3-ethyl-7-methylundec-10-ene-2,6,7-triol

: 96823-49-3
(5S,6R,9R,10S)-9-benzyloxy-9-ethyl-10-(3,4-dimethoxybenzyloxy)-5,6-<1-(4-methoxyphenyl)ethylidenedioxy>-5-methylundec-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / 10-camphorsulfonic acid (CSA) / CH₂Cl₂ / Ambient temperature

2: 97 percent / NaH / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

With (1S)-10-camphorsulfonic acid; sodium hydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)98547-2