(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

Base Information

Chemical Name:(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile
CAS No.:130014-73-2
Molecular Formula:C₄₆H₇₅NO₈Si₂
Molecular Weight:826.274
Hs Code.:

(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

Synonyms:(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

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Chemical Property of (3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

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Technology Process of (3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

There total 14 articles about (3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile 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

: 130014-73-2
(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

Guidance literature:: Multi-step reaction with 13 steps

1: (i-Pr)2NEt

2: LiAlH₄ / 0 °C

3: imidazole / dimethylformamide

4: NaH / dimethylformamide

5: H₂ / 10percent Pd/C / ethyl acetate

6: Swern oxidation

7: m-CPBA, Na₂HPO₄ / CH₂Cl₂

8: LiAlH₄ / 0 deg C to r.t.

9: NaH, (n-Bu)4NI / dimethylformamide

10: aq. AcOH / tetrahydrofuran / 55 °C

11: Swern oxidation

12: 18-crown-6, KCN

13: 1) LDA

With 1H-imidazole; potassium cyanide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97370-2

Reference yield:

: 130014-77-6
(1R,4S,5S,6S)-6-Benzyloxy-4-(3-hydroxy-propyl)-4-methyl-3-oxa-bicyclo[3.2.1]octan-2-one

: 130014-73-2
(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

Guidance literature:: Multi-step reaction with 13 steps

1: (i-Pr)2NEt

2: LiAlH₄ / 0 °C

3: imidazole / dimethylformamide

4: NaH / dimethylformamide

5: H₂ / 10percent Pd/C / ethyl acetate

6: Swern oxidation

7: m-CPBA, Na₂HPO₄ / CH₂Cl₂

8: LiAlH₄ / 0 deg C to r.t.

9: NaH, (n-Bu)4NI / dimethylformamide

10: aq. AcOH / tetrahydrofuran / 55 °C

11: Swern oxidation

12: 18-crown-6, KCN

13: 1) LDA

With 1H-imidazole; potassium cyanide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97370-2

Reference yield:

: 130014-78-7
(R)-2-((1R,2R,4S)-2-Benzyloxy-4-hydroxymethyl-cyclopentyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-pentan-2-ol

: 130014-73-2
(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole / dimethylformamide

2: NaH / dimethylformamide

3: H₂ / 10percent Pd/C / ethyl acetate

4: Swern oxidation

5: m-CPBA, Na₂HPO₄ / CH₂Cl₂

6: LiAlH₄ / 0 deg C to r.t.

7: NaH, (n-Bu)4NI / dimethylformamide

8: aq. AcOH / tetrahydrofuran / 55 °C

9: Swern oxidation

10: 18-crown-6, KCN

11: 1) LDA

With 1H-imidazole; potassium cyanide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97370-2