((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: ((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 429687-43-4
• Molecular Formula: C₅₀H₆₄N₄O₉Si
• Molecular Weight: 893.165

Synonyms:((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of ((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of ((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 1 articles about ((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl 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:

(2R,3S)-3-Amino-4-(5-hydroxy-2,4-dimethoxy-3-methyl-phenyl)-2-morpholin-4-yl-butyronitrile (249764-16-7) + {2-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-formyl-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (249764-06-5) → ((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (429687-43-4)

Guidance literature:

With sodium sulfate; In dichloromethane; at 23 ℃;

DOI:10.1021/ja993079k

Reference yield:

((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (429687-43-4) → {2-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-[3-(cyano-morpholin-4-yl-methyl)-8-hydroxy-5,7-dimethoxy-6-methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:

With lithium bromide; In 1,2-dimethoxyethane; at 35 ℃;

DOI:10.1021/ja993079k

Reference yield:

((S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-{[(E)-(1S,2R)-2-cyano-1-(5-hydroxy-2,4-dimethoxy-3-methyl-benzyl)-2-morpholin-4-yl-ethylimino]-methyl}-ethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (429687-43-4) → (R)-{(1R,3S)-1-[(S)-1-Amino-2-(5-hydroxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-8-hydroxy-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-3-yl}-morpholin-4-yl-acetonitrile (253329-78-1)

Guidance literature:

Multi-step reaction with 4 steps

1: LiBr / 1,2-dimethoxy-ethane / 35 °C

2: 94 percent / NaBH(OAc)3 / H₂O; acetonitrile / 23 °C

3: tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 23 °C

4: DBU / CH₂Cl₂ / 23 °C

With tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile; 1: Cyclization / 2: Methylation / 3: Desilylation / 4: Deprotection;

DOI:10.1021/ja993079k

upstream raw materials:

(2R,3S)-3-Amino-4-(5-hydroxy-2,4-dimethoxy-3-methyl-phenyl)-2-morpholin-4-yl-butyronitrile

{2-[5-(tert-butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-formyl-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Downstream raw materials:

Saframycin A

(R)-{(1R,3S)-1-[(S)-1-Amino-2-(5-hydroxy-2,4-dimethoxy-3-methyl-phenyl)-ethyl]-8-hydroxy-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-3-yl}-morpholin-4-yl-acetonitrile

{(S)-2-[5-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethoxy-3-methyl-phenyl]-1-[(1R,3S)-3-((R)-cyano-morpholin-4-yl-methyl)-8-hydroxy-5,7-dimethoxy-2,6-dimethyl-1,2,3,4-tetrahydro-isoquinolin-1-yl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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