Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Base Information

Chemical Name:Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester
CAS No.:216494-47-2
Molecular Formula:C₄₅H₇₄O₈Si
Molecular Weight:771.163
Hs Code.:

Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Synonyms:Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

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Chemical Property of Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

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Technology Process of Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

There total 14 articles about Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester 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:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 216494-47-2
Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: iPr₂NEt, DMAP / CH₂Cl₂

2: 1.) Cp₂ZrHCl, 2.) NIS / 1.) CH₂Cl₂, 2.) CH₂Cl₂

3: 84 percent / (PPh₃)4Pd / 22 °C

4: TBAF / tetrahydrofuran

5: Dess-Martin periodinane, NaHCO₃ / CH₂Cl₂

6: CrCl₂ / tetrahydrofuran / Ambient temperature

7: 1.) t-BuLi, 2.) Me₂Zn

8: 94 percent / pyridine, DMAP

With pyridine; chromium dichloride; dmap; N-iodo-succinimide; Schwartz's reagent; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; dimethyl zinc(II); tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982572d

Reference yield:

: 127665-69-4
((2R,3R)-3-((R)-1-((tert-butyldiphenylsilyl)oxy)propan-2-yl)oxiran-2-yl)methanol

: 216494-47-2
Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NCS, Ph₃P / CH₂Cl₂ / Heating

2: LDA / tetrahydrofuran / -30 °C

3: iPr₂NEt, DMAP / CH₂Cl₂

4: 1.) Cp₂ZrHCl, 2.) NIS / 1.) CH₂Cl₂, 2.) CH₂Cl₂

5: 84 percent / (PPh₃)4Pd / 22 °C

6: TBAF / tetrahydrofuran

7: Dess-Martin periodinane, NaHCO₃ / CH₂Cl₂

8: CrCl₂ / tetrahydrofuran / Ambient temperature

9: 1.) t-BuLi, 2.) Me₂Zn

10: 94 percent / pyridine, DMAP

With pyridine; chromium dichloride; dmap; N-chloro-succinimide; N-iodo-succinimide; Schwartz's reagent; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; dimethyl zinc(II); tert.-butyl lithium; sodium hydrogencarbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja982572d

Reference yield:

: 2,2-Dimethyl-propionic acid (2R,3R)-4-hydroxy-2-(4-methoxy-benzyloxy)-3-methyl-butyl ester

: 216494-47-2
Acetic acid (2E,6E)-(1R,4R,5S,11R)-1-[(E)-(1R,2R)-1-(4-methoxy-benzyloxy)-2-methyl-hept-3-enyl]-4,11-dimethyl-10-methylene-13-(tetrahydro-pyran-2-yloxy)-5-(2-trimethylsilanyl-ethoxymethoxy)-trideca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: CrCl₂ / tetrahydrofuran

2: (PPh₃)4Pd / Ambient temperature

3: MeLi / diethyl ether

4: 1.) (COCl)2, DMSO, 2.) Et₃N

5: 1.) t-BuLi, 2.) Me₂Zn

6: 94 percent / pyridine, DMAP

With pyridine; chromium dichloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; methyllithium; dimethyl zinc(II); tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja982572d