(4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione

Base Information

• Chemical Name: (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione
• CAS No.: 86527-63-1
• Molecular Formula: C₃₇H₅₃NO₅Si
• Molecular Weight: 619.917

Synonyms:(4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione

Chemical Property of (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione

There total 4 articles about (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione 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: 88.0%

acetic anhydride (108-24-7) + (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-19-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-4,12,15-triene-3,21-dione (86527-62-0) → (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-4,12,15-triene-3,21-dione (86527-63-1)

Guidance literature:

With dmap; In triethylamine;

DOI:10.1021/ja00354a072

Reference yield:

(E)-(1R,6R,10S,14S,17S,18S,19S)-19-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-4-phenylselanyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-12,15-diene-3,21-dione → (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-4,12,15-triene-3,21-dione (86527-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O₂ / pyridine; CH₂Cl₂

2: 88 percent / DMAP / triethylamine

With dmap; dihydrogen peroxide; In pyridine; dichloromethane; triethylamine;

DOI:10.1021/ja00354a072

Reference yield:

(E)-(1R,6R,10S,14S,17S,18S,19S)-19-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-12,15-diene-3,21-dione (86527-45-9) → (4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.01,18]henicosa-4,12,15-triene-3,21-dione (86527-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, -78 deg C

2: H₂O₂ / pyridine; CH₂Cl₂

3: 88 percent / DMAP / triethylamine

With dmap; dihydrogen peroxide; lithium diisopropyl amide; In pyridine; dichloromethane; triethylamine;

DOI:10.1021/ja00354a072

upstream raw materials:

acetic anhydride

(4E,12E)-(1R,6R,10S,14S,17S,18S,19S)-19-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-4,12,15-triene-3,21-dione

(E)-(1R,6R,10S,14S,17S,18S,19S)-19-Benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-12,15-diene-3,21-dione

(E)-(1R,6R,10S,18S,19S)-20-Acetyl-19-benzyl-6-(tert-butyl-dimethyl-silanyloxy)-10,16,17-trimethyl-2-oxa-20-aza-tricyclo[12.7.0.0^1,18]henicosa-12,15-diene-3,21-dione

Downstream raw materials:

C₃₇H₅₃NO₆Si

cytochalasin F

cytochalasin B

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