(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

Base Information

Chemical Name:(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide
CAS No.:173066-69-8
Molecular Formula:C₃₅H₄₇NO₆S₂Si
Molecular Weight:669.979
Hs Code.:

Synonyms:(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

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Chemical Property of (R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

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Technology Process of (R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

There total 10 articles about (R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide 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: 92.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 173066-68-7
(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-hydroxy-N-methyl-acetamide

: 173066-69-8
(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 8h; Ambient temperature;
DOI:10.1016/0040-4039(95)01810-5

Reference yield:

: 14362-29-9
α-D-glucurono-γ-lactone

: 173066-69-8
(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: H₂SO₄ / 4 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 1 h / -20 °C

3: F₃CCO₂Na / dimethylformamide / 0.5 h / Ambient temperature

4: H₂O

5: conc. HCl / 1 h / 4 °C

6: pyridine

7: 86 percent / p-TsOH*H₂O, drierite / 3 h

8: tetrahydrofuran / 0.25 h / 4 °C

9: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; calcium sulfate; sulfuric acid; water; sodium 2,2,2-trifluoroacetate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01810-5

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 173066-69-8
(R)-2-[(2R,4S,5S,6R)-6-(Bis-ethylsulfanyl-methyl)-5-hydroxy-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-2-(tert-butyl-diphenyl-silanyloxy)-N-methyl-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / p-TsOH*H₂O, drierite / 3 h

2: tetrahydrofuran / 0.25 h / 4 °C

3: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

With 1H-imidazole; calcium sulfate; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)01810-5