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

Base Information

Chemical Name:(R)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-hydroxy-3-methoxy-butyramide
CAS No.:198758-11-1
Molecular Formula:C₄₁H₇₇NO₉Si₂
Molecular Weight:784.235
Hs Code.:

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

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

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

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

There total 17 articles about (R)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-hydroxy-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: 95.0%

: 198757-97-0
(R)-4-(tert-Butyl-dimethyl-silanyloxy)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-3-methoxy-butyramide

: 198758-11-1
(R)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-hydroxy-3-methoxy-butyramide

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1021/ja9743194

Reference yield:

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

: 198758-11-1
(R)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-hydroxy-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 9 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

8.1: 98 percent / Na(Hg); Na₂HPO₄

9.1: 95 percent / HF*Pyr / pyridine

With 1H-imidazole; disodium hydrogenphosphate; sodium amalgam; borane-THF; carbon tetrabromide; hydrogen; trimethylaluminum; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; pyridine; 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 / 8.1: Reduction / 9.1: desilylation;
DOI:10.1021/jo971793j

Reference yield:

: 198758-06-4
(2,5-dimethoxy-3-nitrophenyl)methanol

: 198758-11-1
(R)-N-{3-[(Z)-(5R,6S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-9,9-dimethoxy-4,6-dimethyl-7-triisopropylsilanyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-hydroxy-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 80 percent / CBr₄; PPh₃

2.1: 85 percent

3.1: 100 percent / H₂ / Pd/C

4.1: 70 percent / Me₃Al / benzene

5.1: 98 percent / imidazole

6.1: LHMDS / tetrahydrofuran / -78 °C

6.2: 80 percent / tetrahydrofuran

7.1: 98 percent / Na(Hg); Na₂HPO₄

8.1: 95 percent / HF*Pyr / pyridine

With 1H-imidazole; disodium hydrogenphosphate; sodium amalgam; carbon tetrabromide; hydrogen; trimethylaluminum; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; pyridine; benzene; 1.1: Bromination / 2.1: Substitution / 3.1: Catalytic hydrogenation / 4.1: Weinreb-type amidation / 5.1: silylation / 6.1: Metallation / 6.2: Alkylation / 7.1: Reduction / 8.1: desilylation;
DOI:10.1021/jo971793j