(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

Base Information

Chemical Name:(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one
CAS No.:251641-51-7
Molecular Formula:C₄₂H₆₈O₈Si₂
Molecular Weight:757.168
Hs Code.:

(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

Synonyms:(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

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Chemical Property of (Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

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Technology Process of (Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

There total 15 articles about (Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one 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: 87.0%

: 251641-50-6
(R)-8-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4R,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-octan-4-one

: 251641-51-7
(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

Guidance literature:: With Dess-Martin periodane;
DOI:10.1021/jo9910987

Reference yield:

: 113335-04-9
(R)-5-Benzyloxy-3-hydroxy-pentanoic acid ethyl ester

: 251641-51-7
(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / Pd/C / ethanol

2: imidazole / tetrahydrofuran / 0 °C

3: BF₃*OEt₂ / CH₂Cl₂

4: 85 percent / diisobutylaluminium hydride / CH₂Cl₂

5: diethyl ether / 0 °C

6: Dess-Martin periodinane

7: 80 percent / LDA / tetrahydrofuran

8: 87 percent / Dess-Martin periodinane

With 1H-imidazole; boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; 1: Hydrogenation / 2: silylation / 3: Alkylation / 4: Reduction / 5: Grignard reaction / 6: Oxidation / 7: Metallation / 7: Condensation / 8: Oxidation;
DOI:10.1021/jo9910987

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 251641-51-7
(Z)-(R)-8-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-6-(4-methoxy-benzyloxy)-1-((2R,4S,6R)-2-phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-oct-3-en-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: BF₃*OEt₂ / CH₂Cl₂

2: 85 percent / diisobutylaluminium hydride / CH₂Cl₂

3: diethyl ether / 0 °C

4: Dess-Martin periodinane

5: 80 percent / LDA / tetrahydrofuran

6: 87 percent / Dess-Martin periodinane

With boron trifluoride diethyl etherate; diisobutylaluminium hydride; Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Alkylation / 2: Reduction / 3: Grignard reaction / 4: Oxidation / 5: Metallation / 5: Condensation / 6: Oxidation;
DOI:10.1021/jo9910987