(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

Base Information

Chemical Name:(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde
CAS No.:404829-95-4
Molecular Formula:C₃₇H₄₄O₄Si₂
Molecular Weight:608.925
Hs Code.:

Synonyms:(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

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Chemical Property of (2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

Chemical Property:

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Technology Process of (2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

There total 10 articles about (2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde 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: 95.0%

: 404829-93-2
{(2R,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxiranyl}-methanol

: 404829-95-4
(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; at -78 ℃;
DOI:10.1055/s-2001-18742

Reference yield:

: 91926-90-8,917877-01-1
ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

: 404829-95-4
(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / DIBAL-H / CH₂Cl₂ / 4 h / 0 °C

2: 99 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 85 percent / HCl / H₂O; acetonitrile / 2.5 h / 0 °C

4: 70 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

5: KOH / methanol / 0.5 h / 20 °C

6: mCPBA; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

7: 90 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; hydrogenchloride; dmap; potassium hydroxide; oxalyl dichloride; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; acetonitrile; 7: Swern oxidation;
DOI:10.1002/ejoc.200390108

Reference yield:

: 404829-90-9
Acetic acid (Z)-(S)-4,5-dihydroxy-pent-2-enyl ester

: 404829-95-4
(2S,3R)-3-[(R)-1,2-Bis-(tert-butyl-diphenyl-silanyloxy)-ethyl]-oxirane-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

2: KOH / methanol / 0.5 h / 20 °C

3: mCPBA; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

4: 90 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / -78 - 20 °C

With 1H-imidazole; potassium hydroxide; oxalyl dichloride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; 4: Swern oxidation;
DOI:10.1002/ejoc.200390108