(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Base Information

Chemical Name:(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester
CAS No.:134828-96-9
Molecular Formula:C₅₁H₈₀F₄IN₃O₇Si₃
Molecular Weight:1134.37
Hs Code.:

(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

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Chemical Property of (Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

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Technology Process of (Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

There total 16 articles about (Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl 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:

: 31752-99-5
(-)-Corey lactone 5-(4-phenylbenzoate)

: 134828-96-9
(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: CrO₃*2py / CH₂Cl₂

2: NaH

3: NaBH₄, CeCl₃

4: K₂CO₃ / methanol

5: imidazole

6: DIBAL

8: chlorocatecholborane

9: Et₃N / CH₂Cl₂

10: K₂CO₃, 18-crown-6 / toluene

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; 18-crown-6 ether; 2-chloro-1,3,2-benzodioxaborole; dipyridine chromium trioxide; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; In methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)74270-5

Reference yield:

: 126695-59-8
4-(hydroxymethyl)-2,3,5,6-tetrafluorophenyl azide

: 134828-96-9
(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 50percent NaOH, 4N>HSO₄ / benzene

2: NaI, NCS / acetic acid

3: CF₃CO₂H / CH₂Cl₂ / 25 °C

4: K₂CO₃, 18-crown-6 / toluene

With sodium hydroxide; N-chloro-succinimide; 18-crown-6 ether; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; trifluoroacetic acid; sodium iodide; In dichloromethane; acetic acid; toluene; benzene;
DOI:10.1016/S0040-4039(00)74270-5

Reference yield:

: 41723-91-5
4-carboxybutyliden triphenylphosphorane sodium

: 134828-96-9
(Z)-7-[(1R,2R,3R,5S)-2-[(E)-(S)-6-[3-(4-Azido-2,3,5,6-tetrafluoro-benzyloxymethyl)-5-iodo-phenoxy]-3-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

2: chlorocatecholborane

3: Et₃N / CH₂Cl₂

4: K₂CO₃, 18-crown-6 / toluene

With 18-crown-6 ether; 2-chloro-1,3,2-benzodioxaborole; potassium carbonate; triethylamine; In dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)74270-5