((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane
CAS No.:549504-97-4
Molecular Formula:C₃₂H₄₀O₃SSi
Molecular Weight:532.819
Hs Code.:

Synonyms:((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

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Technology Process of ((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

There total 9 articles about ((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane 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: 97.0%

: 100-39-0
benzyl bromide

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

: 549504-97-4
((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
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

: 549504-97-4
((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 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

8: 97 percent / NaH; Bu₄NI / tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; 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

: 549504-97-4
((3S,4S)-4-Benzyloxy-3-methylsulfanylmethoxy-hept-6-ynyloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 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

9: 97 percent / NaH; Bu₄NI / tetrahydrofuran

With pyridine; 1H-imidazole; hydrogenchloride; dmap; lithium borohydride; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; 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