(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

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Chemical Name:(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol
CAS No.:123115-02-6
Molecular Formula:C₄₀H₆₇NO₇Si
Molecular Weight:702.06
Hs Code.:

(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

Synonyms:(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

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Chemical Property of (2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

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Technology Process of (2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

There total 23 articles about (2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol 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: 99.0%

: 123083-94-3
(2Z,6E)-(4S,5R,8S,9R,10S,12S,13R)-5-(tert-Butyl-dimethyl-silanyloxy)-13-[3-(2,5-dimethyl-pyrrol-1-yl)-2,5-dimethoxy-phenyl]-9,10,13-trimethoxy-4,6,8,12-tetramethyl-trideca-2,6-dienoic acid methyl ester

: 123115-02-6
(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -33 ℃; for 1h;
DOI:10.1039/P19900000047

Reference yield: 95.0%

: 175356-65-7
(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-1,5-bis(tert-butyldimethylsilyloxy)-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxyphenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadiene

: 123115-02-6
(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

Guidance literature:: With trifluoroacetic acid; at 0 ℃; for 3h;
DOI:10.1016/0040-4020(95)01107-2

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 123115-02-6
(2Z,4S,5R,6E,8S,9R,10S,12S,13R)-5-tert-butyldimethylsilyloxy-13-<3'-(2'',5''-dimethylpyrrol-1''-yl)-2',5'-dimethoxy-phenyl>-9,10,13-trimethoxy-4,6,8,12-tetramethyl-2,6-tridecadien-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

2: 98 percent / di-isobutyl aluminium hydride / toluene / 1.5 h / -20 °C

3: 99 percent / imidazole / dimethylformamide / 17 h / 25 °C

4: 1.) T-BuLi, CuCN; 2.) BF₃OEt₂*OEt₂ / 1.) Et₂O, -80 deg C, 2 h then -78 deg C to -10 deg C, 15 min; 2.) -78 deg C, 1 h

5: 96 percent / NaH / tetrahydrofuran / 6 h

6: 96 percent / HF*Py-Py-THF / methanol / 6.5 h / 25 °C

7: 89 percent / SO₃*Py, Et₃N / tetrahydrofuran; dimethylsulfoxide / 1.5 h / 25 °C

8: 99 percent / KN(SiMe₃)2, 18-crown-6 / tetrahydrofuran / 1 h / -78 °C

9: 99 percent / di-isobutyl aluminium hydride / toluene / -33 °C

With tetrahydrofuran; pyridine; 1H-imidazole; 2,6-dimethylpyridine; 18-crown-6 ether; pyridine-SO₃ complex; boron trifluoride diethyl etherate; tert.-butyl lithium; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1039/c39890000378