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

Base Information

Chemical Name:[1(3Z,5R,6S,7S),3R]-N-{3-[7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyramide
CAS No.:669065-44-5
Molecular Formula:C₅₁H₁₀₁NO₈Si₄
Molecular Weight:968.707
Hs Code.:

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

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

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

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

There total 22 articles about [1(3Z,5R,6S,7S),3R]-N-{3-[7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-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: 96.0%

: 669065-53-6
[1(1RS,3Z,5R,6S,7S),3R]-N-{3-[1-benzenesulfonyl-7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyramide

: 669065-44-5
[1(3Z,5R,6S,7S),3R]-N-{3-[7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyramide

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at -20 ℃; for 1.5h;
DOI:10.1021/ol036284k

Reference yield:

: 669065-48-9
(R)-4-(tert-butyldimethylsilyloxy)-3-hydroxy-butyric acid benzyl ester

: 669065-44-5
[1(3Z,5R,6S,7S),3R]-N-{3-[7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / 4 Angstroem molecular sieves; proton sponge(R) / CH₂Cl₂ / 2 h / 20 °C

2.1: 100 percent / H₂ / Pd/C / methanol / 1.5 h

3.1: Et₃N; ClCO₂Et / CH₂Cl₂ / 0.67 h / -20 °C

3.2: 91 percent / NH₃ gas / CH₂Cl₂ / -10 °C

4.1: 82 percent / K₂CO₃; CuI; N,N'-dimethylethylenediamine / toluene / 36 h / 110 °C

5.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

5.2: 73 percent / tetrahydrofuran / 8 h / -78 - -30 °C

6.1: 96 percent / Na₂HPO₄; Na/Hg / methanol / 1.5 h / -20 °C

With disodium hydrogenphosphate; sodium amalgam; copper(l) iodide; 4 A molecular sieve; hydrogen; chloroformic acid ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; triethylamine; lithium hexamethyldisilazane; N,N`-dimethylethylenediamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol036284k

Reference yield:

: 669065-40-1
(R)-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyric acid benzyl ester

: 669065-44-5
[1(3Z,5R,6S,7S),3R]-N-{3-[7,9-bis(tert-butyl-dimethylsilyloxy)-4,6-dimethyl-5-triisopropylsilyloxy-non-3-enyl]-2,5-dimethoxy-phenyl}-4-(tert-butyldimethylsilyloxy)-3-methoxy-butyramide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / H₂ / Pd/C / methanol / 1.5 h

2.1: Et₃N; ClCO₂Et / CH₂Cl₂ / 0.67 h / -20 °C

2.2: 91 percent / NH₃ gas / CH₂Cl₂ / -10 °C

3.1: 82 percent / K₂CO₃; CuI; N,N'-dimethylethylenediamine / toluene / 36 h / 110 °C

4.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

4.2: 73 percent / tetrahydrofuran / 8 h / -78 - -30 °C

5.1: 96 percent / Na₂HPO₄; Na/Hg / methanol / 1.5 h / -20 °C

With disodium hydrogenphosphate; sodium amalgam; copper(l) iodide; hydrogen; chloroformic acid ethyl ester; potassium carbonate; triethylamine; lithium hexamethyldisilazane; N,N`-dimethylethylenediamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ol036284k