(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

Base Information

Chemical Name:(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide
CAS No.:198758-10-0
Molecular Formula:C₅₃H₉₅NO₁₁SSi₃
Molecular Weight:1038.66
Hs Code.:

(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

Synonyms:(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

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Chemical Property of (R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

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Technology Process of (R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

There total 14 articles about (R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide 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: 80.0%

: 198757-92-5
(Z)-(4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-iodo-8,8-dimethoxy-3,5-dimethyl-6-triisopropylsilanyloxy-oct-2-ene

: 198757-93-6
(R)-N-(3-benzenesulfonylmethyl-2,5-dimethoxyphenyl)-4-(tert-butyldimethylsilyloxy)-3-methoxybutyramide

: 198758-10-0
(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

Guidance literature:: (R)-N-(3-benzenesulfonylmethyl-2,5-dimethoxyphenyl)-4-(tert-butyldimethylsilyloxy)-3-methoxybutyramide; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(Z)-(4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-iodo-8,8-dimethoxy-3,5-dimethyl-6-triisopropylsilanyloxy-oct-2-ene; In tetrahydrofuran;
DOI:10.1021/jo971793j

Reference yield:

: 198757-94-7
(3R,4R,5R,6S)-3-Acetoxy-4-benzyloxy-8,8-dimethoxy-3,5-dimethyl-6-triisopropylsilanyloxy-octanoic acid benzyl ester

: 198758-10-0
(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / H₂ / Pd/C

2.1: 95 percent / DBU / tetrahydrofuran

3.1: 70 percent / LAH; TMEDA

4.1: 92 percent

5.1: 85 percent / HF*Pyr

6.1: 82 percent / Me(PhO)3PI

7.1: LHMDS / tetrahydrofuran / -78 °C

7.2: 80 percent / tetrahydrofuran

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; methyltriphenoxyphosphonium iodide; hydrogen; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; 1.1: Hydrogenolysis / 2.1: Elimination / 3.1: Reduction / 4.1: silylation / 5.1: desilylation / 6.1: Iodination / 7.1: Metallation / 7.2: Alkylation;
DOI:10.1021/jo971793j

Reference yield:

: 74422-90-5
2,5-dimethoxy-3-nitrobenzaldehyde

: 198758-10-0
(R)-N-{3-[(Z)-(5R,6S,7S)-1-Benzenesulfonyl-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 100 percent / BH₃*THF

2.1: 80 percent / CBr₄; PPh₃

3.1: 85 percent

4.1: 100 percent / H₂ / Pd/C

5.1: 70 percent / Me₃Al / benzene

6.1: 98 percent / imidazole

7.1: LHMDS / tetrahydrofuran / -78 °C

7.2: 80 percent / tetrahydrofuran

With 1H-imidazole; borane-THF; carbon tetrabromide; hydrogen; trimethylaluminum; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; benzene; 1.1: Reduction / 2.1: Bromination / 3.1: Substitution / 4.1: Catalytic hydrogenation / 5.1: Weinreb-type amidation / 6.1: silylation / 7.1: Metallation / 7.2: Alkylation;
DOI:10.1021/jo971793j