(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

Base Information

Chemical Name:(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester
CAS No.:75460-09-2
Molecular Formula:C₂₁H₂₁NO₂
Molecular Weight:319.403
Hs Code.:

Synonyms:(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

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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 (R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

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Technology Process of (R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

There total 1 articles about (R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester 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:

: 14371-10-9
(E)-3-phenylpropenal

: 75520-53-5
(-)-isodehydrovaline benzyl ester hydrochloride

: 75460-09-2
(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

Guidance literature:: With 4 A molecular sieve; sodium hydrogencarbonate; Multistep reaction; 1.) water, 2.) CH₂Cl₂, reflux, 2 h;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-09-2
(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

: 100-52-7
benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) Et₃N / 1.) -30 -10 deg C, 1 h, 2.) r.t., 1 h

2: 38 g / Zn / CH₂Cl₂; acetic acid / 1 h / Ambient temperature

3: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

4: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

With pyridine; ozone; triethylamine; zinc; In dichloromethane; acetic acid;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-09-2
(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

: 73910-37-9
benzyl 7β-phenylacetylamino-3-methyl-1-carba-1-dethia-3-cephem-4-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Et₃N, 2.) Et₃N / 1.) -30 -10 deg C, 1 h, 2.) r.t., 1 h

2: 38 g / Zn / CH₂Cl₂; acetic acid / 1 h / Ambient temperature

3: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

4: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

5: 4.23 g / CH₂Cl₂ / 1.) r.t., overnight, 2.) reflux, 40 min

6: SOCl₂, pyridine / CH₂Cl₂ / 0.33 h

7: 2.39 g / CH₂Cl₂ / 1.5 h / Heating

8: 92 percent / NaH / tetrahydrofuran; CH₂Cl₂ / 1 h

9: 0.5 g / xylene; dioxane / 18 h / Heating

10: 84 percent / H₂ / 10percent Pd-C / tetrahydrofuran; ethyl acetate / 0.5 h / Ambient temperature

With pyridine; thionyl chloride; hydrogen; sodium hydride; ozone; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; ethyl acetate; xylene;
DOI:10.1248/cpb.28.1578