Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

Base Information

Chemical Name:Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate
CAS No.:130980-99-3
Molecular Formula:C₂₄H₃₅NO₅
Molecular Weight:417.546
Hs Code.:

Synonyms:Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

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Chemical Property of Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

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Technology Process of Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

There total 10 articles about Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate 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: 88.0%

: 17145-91-4
triethyl 2-ethylphosphonoacetate

: 116993-95-4
(4S,5S)-3-Benzyloxycarbonyl-5-formyl-4-isobutyl-2,2-dimethyloxazolidine

: 130980-99-3
Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; Ambient temperature;
DOI:10.1246/bcsj.63.2224

Reference yield:

: 17145-91-4
triethyl 2-ethylphosphonoacetate

: 116993-95-4
(4S,5S)-3-Benzyloxycarbonyl-5-formyl-4-isobutyl-2,2-dimethyloxazolidine

: 6674-22-2,83329-50-4
1,8-diazabicyclo[5.4.0]undec-7-ene

: 130980-99-3
Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

Guidance literature:: With lithium chloride; In tetrahydrofuran;

Reference yield:

: 49642-07-1
statine

: 130980-99-3
Ethyl 3-<(4S,5S)-3-benzyloxycarbonyl-4-isobutyl-2,2-dimethyl-5-oxazolidinyl>-2-ethyl-2-propenoate

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / Et₃N / dioxane; H₂O / 30 °C

2: HCl / 1) r.t., 24h, 2) 40 deg C, 24h

3: 91 percent / p-toluenesulfonic acid / 1) r.t., 2h, 2) 38 deg C_., 1h

4: 99.7 percent / NaBH₄ / ethanol

5: pyridine / Ambient temperature

6: 99 percent / t-BuOK, DMSO / benzene / 0.17 h / Ambient temperature

7: 94 percent / osmium tetroxide / dioxane / 0.25 h / Ambient temperature

8: 88 percent / LiCl, DBU / tetrahydrofuran / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; potassium tert-butylate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium chloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; benzene;
DOI:10.1246/bcsj.63.2224