(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

Base Information

Chemical Name:(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester
CAS No.:769949-73-7
Molecular Formula:C₂₉H₃₉NO₉S
Molecular Weight:577.696
Hs Code.:

(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

Synonyms:(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

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Chemical Property of (1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

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Technology Process of (1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

There total 4 articles about (1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester 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: 65.1%

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 318234-99-0
3-O-(methylsulfonyl)-20-secoebelin-20-al lactone

: 769949-73-7
(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

Guidance literature:: 3-O-(methylsulfonyl)-20-secoebelin-20-al lactone; With N-Bromosuccinimide; In tetrachloromethane; for 0.0833333h; Irradiation;

4-nitro-phenol; With triethylamine; In tetrachloromethane; at 20 ℃; for 1h;
DOI:10.1002/hlca.200490163

Reference yield:

: 54815-36-0
jujubogenin

: 769949-73-7
(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: HCl / ethanol; H₂O / 5 h / 80 °C

2.1: pyridine / 10 h / 0 °C

3.1: O₃ / CH₂Cl₂; methanol / 1 h / -78 °C

3.2: Me₂S / CH₂Cl₂; methanol / 2 h / -10 - 0 °C

4.1: NBS / CCl₄ / 0.08 h / Irradiation

4.2: 65.1 percent / Et₃N / CCl₄ / 1 h / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; ozone; In methanol; tetrachloromethane; ethanol; dichloromethane; water;
DOI:10.1002/hlca.200490163

Reference yield:

: (1'S,2'R,4'aR,4'bR,7'S,8'aR,10'aR)-2'-[(1EZ,3E)-2,6-dimethylhepta-1,3,5-trienyl]dodecahydro-7'-hydroxy-4'b,8',8',10'a-tetramethylspiro[furan-3(2H),1'(2'H)-phenanthren]-5(4H)-one

: 769949-73-7
(1'S,2'S,4'aR,4'bR,7'S,8'aR,10'aR)-tetradecahydro-4'b,8',8',10'a-tetramethyl-7'-[(methylsulfonyl)oxy]-5-oxospiro[furan-3(2H),1'(2'H)-phenanthrene]-2'-carboxylic acid 4-nitrophenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 10 h / 0 °C

2.1: O₃ / CH₂Cl₂; methanol / 1 h / -78 °C

2.2: Me₂S / CH₂Cl₂; methanol / 2 h / -10 - 0 °C

3.1: NBS / CCl₄ / 0.08 h / Irradiation

3.2: 65.1 percent / Et₃N / CCl₄ / 1 h / 20 °C

With pyridine; N-Bromosuccinimide; ozone; In methanol; tetrachloromethane; dichloromethane;
DOI:10.1002/hlca.200490163