(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

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Chemical Name:(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one
CAS No.:173105-19-6
Molecular Formula:C₂₇H₄₂N₂O₇Si
Molecular Weight:534.725
Hs Code.:

Synonyms:(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

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Chemical Property of (3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

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Technology Process of (3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

There total 5 articles about (3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one 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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 173105-19-6
(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / imidazole / dimethylformamide / 1) 0 deg C, 30 min; 2) 0 deg C --> rt, overnight

2: MgSO₄ / CH₂Cl₂ / 4 h / 0 °C

3: 90 percent / Et₃N / CH₂Cl₂ / 3 h

4: NH₂NH₂*H₂O / 1) CH₃OH, 4 h, rt; 2) CH₂Cl₂, reflux, 20 h, rt, 5 d

5: NaHCO₃ / H₂O; acetone / Ambient temperature

With 1H-imidazole; sodium hydrogencarbonate; magnesium sulfate; hydrazine hydrate; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo951651u

Reference yield:

: O-(tert-butyldimethylsilyl)-D-threonine methyl ester

: 173105-19-6
(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: MgSO₄ / CH₂Cl₂ / 4 h / 0 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 3 h

3: NH₂NH₂*H₂O / 1) CH₃OH, 4 h, rt; 2) CH₂Cl₂, reflux, 20 h, rt, 5 d

4: NaHCO₃ / H₂O; acetone / Ambient temperature

With sodium hydrogencarbonate; magnesium sulfate; hydrazine hydrate; triethylamine; In dichloromethane; water; acetone;
DOI:10.1021/jo951651u

Reference yield:

: 173105-12-9
(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phthalimido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

: 173105-19-6
(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-phenylacetamido-4-<(R)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: NH₂NH₂*H₂O / 1) CH₃OH, 4 h, rt; 2) CH₂Cl₂, reflux, 20 h, rt, 5 d

2: NaHCO₃ / H₂O; acetone / Ambient temperature

With sodium hydrogencarbonate; hydrazine hydrate; In water; acetone;
DOI:10.1021/jo951651u