(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Base Information

Chemical Name:(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester
CAS No.:184104-25-4
Molecular Formula:C₄₀H₆₈O₈Si
Molecular Weight:705.061
Hs Code.:

(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Synonyms:(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

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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 (E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

There total 23 articles about (E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl 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: 85.0%

: 184104-09-4
(E)-(7S,8R)-8-Hydroxy-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

: 184104-10-7
(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoic acid

: 184104-25-4
(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Guidance literature:: With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 23 ℃;
DOI:10.1016/0040-4039(96)01653-X

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 184104-25-4
(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: K₂CO₃, H₂O / methanol

3: 85 percent / DCC, DMAP, CSA / CH₂Cl₂ / 23 °C

With dmap; camphor-10-sulfonic acid; water; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1016/0040-4039(96)01653-X

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 184104-25-4
(E)-(7S,8R)-8-[(2R,3R,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-2,8-dimethyl-nonanoyloxy]-4,7-dimethyl-3-oxo-non-4-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 58 percent / TfOH / diethyl ether / 23 °C

2: 98 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 98 percent / pyridine / 0 °C

4: CuI / diethyl ether / 95 h / 0 °C

5: 1.) 9-BBN; 2.) 30percent H₂O₂, NaOH / 1.) THF, 23 deg C; 2.) THF, H₂O, 23 deg C

6: 94 percent / DMSO, (COCl)2, Et₃N / CH₂Cl₂ / -78 deg C -> 0 deg C

7: 98 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

8: 67 percent / (i-PrOOC-N=)2, PPh₃ / benzene / 23 °C

9: LiOH, 30percent H₂O₂ / tetrahydrofuran; H₂O / 23 °C

10: Et₃N / CH₂Cl₂ / 0 °C

11: K₂CO₃, H₂O / methanol

12: 85 percent / DCC, DMAP, CSA / CH₂Cl₂ / 23 °C

With dmap; lithium hydroxide; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; trifluorormethanesulfonic acid; di-isopropyl azodicarboxylate; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; water; dihydrogen peroxide; potassium carbonate; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; benzene;
DOI:10.1016/0040-4039(96)01653-X