(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

Base Information

Chemical Name:(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester
CAS No.:246530-10-9
Molecular Formula:C₄₃H₆₄Cl₃NO₈SSi
Molecular Weight:889.494
Hs Code.:

(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

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Chemical Property of (6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

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Technology Process of (6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

There total 5 articles about (6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic 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:

: 224580-52-3
(6R,7S,8S)-4,4,6,8-Tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undec-10-enoic acid tert-butyl ester

: 246530-10-9
(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran

2.1: (R)-2-Me-CBS-oxazolidinone; BH₃*SMe₂

2.2: lutidine

2.3: Pd(dppf)Cl₂; Ph₃As; CsCO₃ / dimethylformamide

With dimethylsulfide borane complex; (R)-2-Me-CBS-oxazolidinone; In tetrahydrofuran; 1.1: hydroboration / 2.1: Reduction / 2.2: O-silylation / 2.3: B-alkyl Suzuki coupling;
DOI:10.1016/S0040-4039(99)01433-1

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 246529-70-4
(E)-1-(2-Iodo-phenyl)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-en-2-one

: (6R,7S,8S)-11-(9-Bora-bicyclo[3.3.1]non-9-yl)-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

: (6R,7S,8S)-11-{2-[(E)-(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

: 246530-10-9
(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

Guidance literature:: (E)-1-(2-Iodo-phenyl)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-en-2-one; With dimethylsulfide borane complex; (R)-2-Me-CBS-oxazolidinone;

t-butyldimethylsiyl triflate; With lutidine;

(6R,7S,8S)-11-(9-Bora-bicyclo[3.3.1]non-9-yl)-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; In N,N-dimethyl-formamide; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(99)01433-1

Reference yield:

: 40400-13-3
2-Iodobenzyl bromide

: 246530-10-9
(6R,7S,8S)-11-{2-[(E)-(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-4-(2-methyl-thiazol-4-yl)-but-3-enyl]-phenyl}-4,4,6,8-tetramethyl-3,5-dioxo-7-(2,2,2-trichloro-ethoxycarbonyloxy)-undecanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 67 percent / Zn; CuCN; LiCl

3.1: (R)-2-Me-CBS-oxazolidinone; BH₃*SMe₂

3.2: lutidine

3.3: Pd(dppf)Cl₂; Ph₃As; CsCO₃ / dimethylformamide

With dimethylsulfide borane complex; (R)-2-Me-CBS-oxazolidinone; lithium chloride; zinc; 1.1: Condensation / 2.1: Oxidation / 3.1: Reduction / 3.2: O-silylation / 3.3: B-alkyl Suzuki coupling;
DOI:10.1016/S0040-4039(99)01433-1