(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

Base Information

Chemical Name:(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone
CAS No.:130793-22-5
Molecular Formula:C₁₉H₂₀N₂O₄
Molecular Weight:340.379
Hs Code.:

Synonyms:(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

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Chemical Property of (3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

Chemical Property:

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Technology Process of (3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

There total 8 articles about (3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone 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: 62.0%

: 130675-73-9
(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-<(methoxymethoxy)methyl>-2-azetidinone

: 130793-22-5
(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

Guidance literature:: With hydrogenchloride; In methanol; at 70 ℃; for 2h;
DOI:10.1248/cpb.38.1601

Reference yield:

: 130675-65-9
Benzyl-[1-((4S,5S)-5-methoxymethoxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine

: 130793-22-5
(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

Guidance literature:: Multi-step reaction with 7 steps

1: 51 percent / TEA, trifluoroacetic anhydride / CH₂Cl₂ / 12 h / 0 °C

2: 66 percent / p-toluenesulfonic acid monohydrate / methanol / 3 h / 70 °C

3: 1) NaIO₄, 2) NaBH₄ / 1) 2-butanol, water, 2 h, RT, 2) THF, 0 deg C, 1 h

4: 92 percent / N,N-diethylaniline / CH₂Cl₂ / 24 h / Ambient temperature

5: 80 percent / H₂ / 5percent Pd-C / ethyl acetate / 4 h / 760 Torr / Ambient temperature

6: 73 percent / TEA / CH₂Cl₂ / 3 h / Ambient temperature

7: 62 percent / 10percent aq. HCl / methanol / 2 h / 70 °C

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; TEA; hydrogen; toluene-4-sulfonic acid; N,N-diethylaniline; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.38.1601

Reference yield:

: 130675-68-2
(3R,4R)-3-azido-1-benzyl-4-hydroxymethyl-2-azetidinone

: 130793-22-5
(3R,4R)-1-benzyl-3-<(benzyloxycarbonyl)amino>-4-hydroxymethyl-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / N,N-diethylaniline / CH₂Cl₂ / 24 h / Ambient temperature

2: 80 percent / H₂ / 5percent Pd-C / ethyl acetate / 4 h / 760 Torr / Ambient temperature

3: 73 percent / TEA / CH₂Cl₂ / 3 h / Ambient temperature

4: 62 percent / 10percent aq. HCl / methanol / 2 h / 70 °C

With hydrogenchloride; TEA; hydrogen; N,N-diethylaniline; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1248/cpb.38.1601