(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

Base Information

Chemical Name:(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol
CAS No.:549505-01-3
Molecular Formula:C₂₅H₃₄O₃SSi
Molecular Weight:442.695
Hs Code.:

Synonyms:(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

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

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Chemical Property of (4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

Chemical Property:

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Technology Process of (4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

There total 8 articles about (4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol 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: 51.0%

: 1216963-74-4
lithium acetylide-ethylenediamine complex

: 549505-00-2
tert-Butyl-((S)-3-methylsulfanylmethoxy-3-(S)-oxiranyl-propoxy)-diphenyl-silane

: 549505-01-3
(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

Guidance literature:: In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(03)00432-5

Reference yield:

: 106183-57-7
5-tert-butyldimethylsilyl ether of (4S,5R)-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-one

: 549505-01-3
(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / Ac₂O / acetic acid / 70 °C

2: 87 percent / LiBH₄ / diethyl ether

3: imidazole / dimethylformamide

4: pyridine; DMAP / CH₂Cl₂

5: 78 percent / 1N HCl / methanol; tetrahydrofuran

6: 86 percent / K₂CO₃ / methanol; CH₂Cl₂

7: 51 percent / dimethylsulfoxide; tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; acetic anhydride; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)00432-5

Reference yield:

: 34371-14-7
2-deoxy-D-ribonolactone

: 549505-01-3
(4S,5S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methylsulfanylmethoxy-hept-1-yn-4-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / AgNO₃; pyridine / acetonitrile

2: 81 percent / Ac₂O / acetic acid / 70 °C

3: 87 percent / LiBH₄ / diethyl ether

4: imidazole / dimethylformamide

5: pyridine; DMAP / CH₂Cl₂

6: 78 percent / 1N HCl / methanol; tetrahydrofuran

7: 86 percent / K₂CO₃ / methanol; CH₂Cl₂

8: 51 percent / dimethylsulfoxide; tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; acetic anhydride; potassium carbonate; silver nitrate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(03)00432-5