(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

Base Information

Chemical Name:(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester
CAS No.:306275-11-6
Molecular Formula:C₅₂H₇₅NO₈Si
Molecular Weight:870.255
Hs Code.:

(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

Synonyms:(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

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Chemical Property of (E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

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Technology Process of (E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

There total 18 articles about (E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl 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:

: 2-(4-methoxymethoxy-phenyl)-3-(tetrahydro-pyran-2-yloxyamino)-propionic acid methyl ester

: 306275-11-6
(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaHCO₃ / CH₂Cl₂

2.1: SmI₂ / tetrahydrofuran; methanol

3.1: 97 percent / NaH

4.1: H₂ / Pd/C / methanol

5.1: NaHCO₃ / H₂O; dioxane

6.1: 73 percent / LiBH₄ / 0 °C

7.1: 88 percent

8.1: LDA / tetrahydrofuran / -78 °C

8.2: hexamethylphosphoric acid triamide

8.3: DCC; Pyr-HCl / dimethylsulfoxide

With lithium borohydride; samarium diiodide; hydrogen; sodium hydride; sodium hydrogencarbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 1.1: Substitution / 2.1: Substitution / 3.1: Methylation / 4.1: Hydrogenolysis / 5.1: Substitution / 6.1: Reduction / 7.1: Dess-Martin oxidation / 8.1: Metallation / 8.2: Condensation / 8.3: Oxidation;
DOI:10.1021/ol006410+

Reference yield:

: 306275-20-7
3-(benzyloxycarbonyl-methyl-amino)-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester

: 306275-11-6
(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / methanol

2.1: NaHCO₃ / H₂O; dioxane

3.1: 73 percent / LiBH₄ / 0 °C

4.1: 88 percent

5.1: LDA / tetrahydrofuran / -78 °C

5.2: hexamethylphosphoric acid triamide

5.3: DCC; Pyr-HCl / dimethylsulfoxide

With lithium borohydride; hydrogen; sodium hydrogencarbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1.1: Hydrogenolysis / 2.1: Substitution / 3.1: Reduction / 4.1: Dess-Martin oxidation / 5.1: Metallation / 5.2: Condensation / 5.3: Oxidation;
DOI:10.1021/ol006410+

Reference yield:

: 306275-23-0
3-benzyloxycarbonylamino-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester

: 306275-11-6
(E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-2-[3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-1-hydroxy-2-(4-methoxymethoxy-phenyl)-prop-(E)-ylidene]-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / NaH

2.1: H₂ / Pd/C / methanol

3.1: NaHCO₃ / H₂O; dioxane

4.1: 73 percent / LiBH₄ / 0 °C

5.1: 88 percent

6.1: LDA / tetrahydrofuran / -78 °C

6.2: hexamethylphosphoric acid triamide

6.3: DCC; Pyr-HCl / dimethylsulfoxide

With lithium borohydride; hydrogen; sodium hydride; sodium hydrogencarbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; 1.1: Methylation / 2.1: Hydrogenolysis / 3.1: Substitution / 4.1: Reduction / 5.1: Dess-Martin oxidation / 6.1: Metallation / 6.2: Condensation / 6.3: Oxidation;
DOI:10.1021/ol006410+