(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Base Information

Chemical Name:(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin
CAS No.:1415891-44-9
Molecular Formula:C₄₄H₅₈O₁₀S
Molecular Weight:779.005
Hs Code.:

(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Synonyms:(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Suppliers and Price of (2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

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

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Chemical Property of (2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

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Technology Process of (2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

There total 12 articles about (2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin 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: 94.0%

: 1415891-66-5
(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aS,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin-19a-ol

: 75-08-1
ethanethiol

: 1415891-44-9
(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Guidance literature:: With zinc trifluoromethanesulfonate; In nitromethane; dichloromethane; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo302267f

Reference yield:

: 1415891-57-4
(2R,3S,4aR,5aS,6aR,10aS,11aR,13aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-11a-methoxytetradecahydro-2H-pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepine

: 1415891-44-9
(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Guidance literature:: Multi-step reaction with 11 steps

1: trimethylsilyl trifluoromethanesulfonate; triethylsilane / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 18 h / 20 °C

3: 2,6-dimethylpyridine / tetrahydrofuran / 0.5 h / -80 °C / Inert atmosphere

4: tetrahydrofuran / 0.67 h / -80 °C / Inert atmosphere

5: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / -100 °C / Inert atmosphere

6: toluene-4-sulfonic acid / dichloromethane; methanol / 1 h / 20 °C / Inert atmosphere

7: magnesium bromide diethyl etherate; lithium bromide / dichloromethane / 2.5 h / -15 - -5 °C

8: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 20 °C

9: toluene-4-sulfonic acid / methanol; 1,2-dichloro-ethane / 15 h / 80 °C / Inert atmosphere

10: flash chromatography

11: zinc trifluoromethanesulfonate / dichloromethane; nitromethane / 12 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; triethylsilane; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; 10 wt% Pd(OH)2 on carbon; hydrogen; magnesium bromide diethyl etherate; zinc trifluoromethanesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1021/jo302267f

Reference yield:

: 3-((2S,3R,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-3-(t-butyldimethylsiloxy)octahydropyrano[3,2-b]pyran-2-yl)prop-1-en-1-yl phenyl sulfone

: 1415891-44-9
(2R,3S,4aR,5aS,6aR,7aS,8aR,9aS,10aR,14aS,15aR,17aS,18aR,19aR,20aR,21aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-19a-(ethylthio)hexacosahydro-2H-pyrano[2''' ',3''' ':5''',6''']pyrano[2''',3''':5'',6'']pyrano[2'',3'':5',6']pyrano[2',3':5,6]pyrano[3,2-b]pyrano[2',3':5,6]pyrano[2,3-f]oxepin

Guidance literature:: Multi-step reaction with 8 steps

1: potassium tert-butylate; tert.-butylhydroperoxide / tetrahydrofuran / -78 - -25 °C / Inert atmosphere

2: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / -100 °C / Inert atmosphere

3: toluene-4-sulfonic acid / dichloromethane; methanol / 1 h / 20 °C / Inert atmosphere

4: magnesium bromide diethyl etherate; lithium bromide / dichloromethane / 2.5 h / -15 - -5 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 20 °C

6: toluene-4-sulfonic acid / methanol; 1,2-dichloro-ethane / 15 h / 80 °C / Inert atmosphere

7: flash chromatography

8: zinc trifluoromethanesulfonate / dichloromethane; nitromethane / 12 h / 20 °C / Inert atmosphere

With tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; potassium tert-butylate; magnesium bromide diethyl etherate; zinc trifluoromethanesulfonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo302267f