(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

Base Information

Chemical Name:(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone
CAS No.:184296-08-0
Molecular Formula:C₄₇H₇₁N₇O₁₀Si
Molecular Weight:922.207
Hs Code.:

(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

Synonyms:(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

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Chemical Property of (5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

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Technology Process of (5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

There total 1 articles about (5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone 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: 73.0%

: (5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-(tert-butyl-dimethyl-silanyloxymethyl)-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

: 184296-08-0
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

Guidance literature:: With toluene-4-sulfonic acid; In methanol; Ambient temperature;
DOI:10.1021/ja962859f

Reference yield:

: 184296-08-0
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

: C₄₇H₆₇N₇O₈Si

Guidance literature:: With Burgess Reagent; In tetrahydrofuran; at 65 ℃; for 2.5h;
DOI:10.1021/ja962859f

Reference yield:

: 184296-08-0
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-hydroxymethyl-17-isopropyl-20-((S)-1-triisopropylsilanyloxy-ethyl)-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

: 184296-09-1
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-20-((S)-1-hydroxy-ethyl)-8,14-bis-hydroxymethyl-17-isopropyl-10,16-dithioxo-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,13,19,22-pentaone

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N-SO₂NCOOMe / tetrahydrofuran / 2.5 h / 65 °C

2: H₂S, Et₃N / methanol / 96 h / Ambient temperature

3: 41 percent / nBu₄NF / tetrahydrofuran / 3 h / 37 °C

With Burgess Reagent; hydrogen sulfide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1021/ja962859f