(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Base Information

Chemical Name:(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione
CAS No.:461044-45-1
Molecular Formula:C₄₀H₆₁NO₆SSi
Molecular Weight:712.079
Hs Code.:

(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Synonyms:(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Suppliers and Price of (Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

There total 18 articles about (Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione 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%

: (12E,16E)-(3S,6R,7S,8S,15R)-3-(tert-Butyl-dimethyl-silanyloxy)-15-hydroxy-7-(4-methoxy-benzyloxy)-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienoic acid

: 461044-45-1
(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Guidance literature:: DOI:10.1002/1521-3773(20020415)41:8<1404::AID-ANIE1404>3.0.CO;2-G

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 461044-45-1
(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Guidance literature:: Multi-step reaction with 14 steps

1.1: 95 percent / 10-camphorsulfonic acid

2.1: 90 percent / LiAlH₄ / 0 - 20 °C

3.1: 94 percent / triethylamine

4.1: 88 percent / LiAlH₄

5.1: 93 percent / diisobutylaluminium hydride / toluene

6.1: 70 percent / NaH; n-BuLi / 0 °C

7.1: 83 percent / Me₄NBH(OAc)3 / -30 °C

8.1: 100 percent / 2,6-lutidine / 0.17 h / 0 °C

9.1: 90 percent / 3 h

10.1: 65 percent / Ph₃As; Cs₂CO₃; 9-borabicyclo[3.3.1]nonane / PdCl₂[(diphenylphosphanyl)ferrocene]2

11.1: 85 percent / MeONa / methanol

12.1: TMSOTf; 2,6-lutidine

12.2: 78 percent / NaOH / methanol

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; n-butyllithium; triphenyl-arsane; trimethylsilyl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; sodium methylate; sodium hydride; diisobutylaluminium hydride; caesium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; tetramethylammonium triacetoxyborohydride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In methanol; toluene; 6.1: Dess-Martin oxidation / 10.1: Dess-Martin oxidation / 11.1: Suzuki coupling;
DOI:10.1002/1521-3773(20020415)41:8<1404::AID-ANIE1404>3.0.CO;2-G

Reference yield:

: 461044-22-4
(4S,5S)-4-Hydroxy-5-methyl-tetrahydro-pyran-2-one

: 461044-45-1
(Z)-(4S,7R,8S,9S,16S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

Guidance literature:: Multi-step reaction with 16 steps

1.1: 85 percent / lithium diisopropylamide / hexamethylphosphoric acid triamide / 36 h / -78 °C

2.1: 60 percent / 30 °C

3.1: 95 percent / 10-camphorsulfonic acid

4.1: 90 percent / LiAlH₄ / 0 - 20 °C

5.1: 94 percent / triethylamine

6.1: 88 percent / LiAlH₄

7.1: 93 percent / diisobutylaluminium hydride / toluene

8.1: 70 percent / NaH; n-BuLi / 0 °C

9.1: 83 percent / Me₄NBH(OAc)3 / -30 °C

10.1: 100 percent / 2,6-lutidine / 0.17 h / 0 °C

11.1: 90 percent / 3 h

12.1: 65 percent / Ph₃As; Cs₂CO₃; 9-borabicyclo[3.3.1]nonane / PdCl₂[(diphenylphosphanyl)ferrocene]2

13.1: 85 percent / MeONa / methanol

14.1: TMSOTf; 2,6-lutidine

14.2: 78 percent / NaOH / methanol

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; n-butyllithium; triphenyl-arsane; trimethylsilyl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; sodium methylate; sodium hydride; diisobutylaluminium hydride; caesium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene; 8.1: Dess-Martin oxidation / 12.1: Dess-Martin oxidation / 13.1: Suzuki coupling;
DOI:10.1002/1521-3773(20020415)41:8<1404::AID-ANIE1404>3.0.CO;2-G