(E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone

Base Information

• Chemical Name: (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone
• CAS No.: 1381811-86-4
• Molecular Formula: C₄₅H₇₀N₄O₇Si₂
• Molecular Weight: 835.244

Synonyms:(E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone

Chemical Property of (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone

There total 10 articles about (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone 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:

4-vinyl-benzaldehyde (1791-26-0) → (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1(25),2,22(26),23-tetraene-7,13,16,19-tetraone (1381811-86-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; calcium hydride / dichloromethane / 20 h / 20 °C

1.2: 1 h / -40 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 48 h / 85 °C

2.2: pH 1 / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C

3.2: 18 h / 20 °C

4.1: Grubbs catalyst first generation / dichloromethane / 76 h / 20 °C / Reflux

With calcium hydride; water; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

(S)-1-{(S)-2-{(S)-2-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionylamino]-3-methyl-butyrylamino}-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid but-3-enyl ester (1381811-81-9) → (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1(25),2,22(26),23-tetraene-7,13,16,19-tetraone (1381811-86-4)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 76h; Reflux;

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (E)-(8S,14S,17S,20R,21S)-21-(t-butyl-dimethyl-silanyloxy)-14-[3-(t-butyl-dimethyl-silanyloxy)-benzyl]-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1(25),2,22(26),23-tetraene-7,13,16,19-tetraone (1381811-86-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; calcium hydride / dichloromethane / 20 h / 20 °C

1.2: 1 h / -40 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 48 h / 85 °C

2.2: pH 1 / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.33 h / 0 °C

3.2: 18 h / 20 °C

4.1: Grubbs catalyst first generation / dichloromethane / 76 h / 20 °C / Reflux

With calcium hydride; water; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

t-butyldimethylsiyl triflate

4-vinyl-benzaldehyde

(S)-1-{(S)-2-((S)-2-tert-butoxycarbonylamino-3-methylbutyrylamino)-3-[3-(tert-butyldimethylsilanyloxy)phenyl]propionyl}hexahydropyridazine-3-carboxylic acid

(S)-1-{(S)-2-((S)-2-amino-3-methyl-butyrylamino)-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid but-3-enyl ester

Downstream raw materials:

(E)-(8S,14S,17S,20R,21S)-21-hydroxy-14-(3-hydroxy-benzyl)-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,2,22⁽²⁶⁾,23-tetraene-7,13,16,19-tetraone

(8S,14S,17S,20R,21S)-21-hydroxy-14-(3-hydroxy-benzyl)-17-isopropyl-20-methyl-6-oxa-12,15,18,27-tetraaza-tricyclo[20.2.2.1*8,12*]heptacosa-1⁽²⁵⁾,22⁽²⁶⁾,23-triene-7,13,16,19-tetraone

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