(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

Base Information

Chemical Name:(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid
CAS No.:1026570-55-7
Molecular Formula:C₄₀H₅₄O₅Si₂
Molecular Weight:671.037
Hs Code.:

(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

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Chemical Property of (E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

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Technology Process of (E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

There total 1 articles about (E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid 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:

: 869102-82-9
(R)-2-(4-Methoxy-benzyloxy)-4-methyl-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-but-2-enyl ester

: 1026570-55-7
(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

Guidance literature:: (R)-2-(4-Methoxy-benzyloxy)-4-methyl-6-trimethylsilanyl-hex-5-ynoic acid (E)-(S)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-but-2-enyl ester; With potassium hexamethylsilazane; In toluene; at -78 ℃; for 0.75h;

With chloro-trimethyl-silane; at 20 ℃; for 3h;

With ammonium chloride; In toluene;
DOI:10.1055/s-2005-872657

Reference yield:

: 1026570-55-7
(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

: (1S,2S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-formyl-1-(4-methoxy-benzyloxy)-2,5-dimethyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: K₂CO₃ / methanol / 20 °C

2: 747 mg / second generation Grubbs' catalyst / toluene / 1 h / 80 °C

3: AD mix β; aq. MeSO2NH2 / 2-methyl-propan-2-ol

4: NaIO₄ / 20 °C

With sodium periodate; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; toluene; tert-butyl alcohol; 4: Sharpless dihydroxylation;
DOI:10.1055/s-2005-872657

Reference yield:

: 1026570-55-7
(E)-(2S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-3-methyl-2-((R)-2-methyl-4-trimethylsilanyl-but-3-ynyl)-hex-4-enoic acid

: 869102-88-5
(1S,2S,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(1,2-dihydroxy-propyl)-1-(4-methoxy-benzyloxy)-2,5-dimethyl-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / methanol / 20 °C

2: 747 mg / second generation Grubbs' catalyst / toluene / 1 h / 80 °C

3: AD mix β; aq. MeSO2NH2 / 2-methyl-propan-2-ol

With methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In methanol; toluene; tert-butyl alcohol; 4: Sharpless dihydroxylation;
DOI:10.1055/s-2005-872657