(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

Base Information

Chemical Name:(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
CAS No.:184296-09-1
Molecular Formula:C₃₈H₅₁N₇O₈S₂
Molecular Weight:797.997
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 41.0%

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

: 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:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 37 ℃; for 3h;
DOI:10.1021/ja962859f

Reference yield:

: C₄₇H₆₇N₇O₈Si

: 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 2 steps

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

2: 41 percent / nBu₄NF / tetrahydrofuran / 3 h / 37 °C

With hydrogen sulfide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol;
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