(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-20-((S)-1-hydroxy-ethyl)-8,14-bis-hydroxymethyl-17-isopropyl-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-20-((S)-1-hydroxy-ethyl)-8,14-bis-hydroxymethyl-17-isopropyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone
CAS No.:184296-13-7
Molecular Formula:C₃₈H₅₁N₇O₁₀
Molecular Weight:765.864
Hs Code.:

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

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

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 25 articles about (5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-20-((S)-1-hydroxy-ethyl)-8,14-bis-hydroxymethyl-17-isopropyl-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: 85.0%

: 184296-07-9
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-8,14-bis-(tert-butyl-dimethyl-silanyloxymethyl)-20-((S)-1-hydroxy-ethyl)-17-isopropyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacyclohenicosene-4,7,10,13,16,19,22-heptaone

: 184296-13-7
(5S,8S,11R,14S,17R,20S,22aS)-5,11-Dibenzyl-20-((S)-1-hydroxy-ethyl)-8,14-bis-hydroxymethyl-17-isopropyl-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 tetrahydrofuran; Ambient temperature;
DOI:10.1021/ja962859f

Reference yield:

: 2448-45-5
Cbz-D-Phe

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

Guidance literature:: Multi-step reaction with 14 steps

1: N-methylmorpholine / CH₂Cl₂ / 0.25 h / -15 °C

2: CH₂Cl₂ / 0 - 20 °C

3: imidazole / CH₂Cl₂

4: H₂ / Pd/C / methanol

5: CH₂Cl₂ / 0 - 20 °C

6: imidazole / CH₂Cl₂

7: H₂ / Pd/C / methanol / 2 h

8: CH₂Cl₂ / 1 h / 0 - 20 °C

9: 95 percent / aq. LiOH / tetrahydrofuran / 3 h / Ambient temperature

10: Et₃N, pentafluorophenyl diphenylphosphinate / CH₂Cl₂ / Ambient temperature

11: 92 percent / H₂ / Pd/C / methanol / 24 h

12: aq. NaOH / tetrahydrofuran; methanol / 4 h / Ambient temperature

13: 48 percent / NaHCO₃, pentafluorophenyl diphenylphosphinate / dimethylformamide / 72 h / 40 °C

14: 85 percent / aq. TsOH / tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; sodium hydroxide; pentafluorophenyl diphenyl-phosphinate; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja962859f

Reference yield:

: 1161-13-3
N-Cbz-L-Phe

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

Guidance literature:: Multi-step reaction with 13 steps

1: N-methylmorpholine / CH₂Cl₂ / 0.25 h / -15 °C

2: CH₂Cl₂ / 0 - 20 °C

3: aq. LiOH / tetrahydrofuran / 0 - 22 °C

4: N-methylmorpholine / CH₂Cl₂ / 0.25 h / -15 °C

5: CH₂Cl₂ / 0 - 20 °C

6: 891 mg / Et₃N-SO₂NCOOMe / tetrahydrofuran / 2 h / 75 °C

7: 1.) 0.3M aq. HCl, 2.) K₂CO₃ / 1.) THF, 10 min, 2.) THF, 2 h

8: H₂ / Pd/C / methanol / 4 h

9: Et₃N, pentafluorophenyl diphenylphosphinate / CH₂Cl₂ / Ambient temperature

10: 92 percent / H₂ / Pd/C / methanol / 24 h

11: aq. NaOH / tetrahydrofuran; methanol / 4 h / Ambient temperature

12: 48 percent / NaHCO₃, pentafluorophenyl diphenylphosphinate / dimethylformamide / 72 h / 40 °C

13: 85 percent / aq. TsOH / tetrahydrofuran / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; sodium hydroxide; Burgess Reagent; pentafluorophenyl diphenyl-phosphinate; hydrogen; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja962859f