methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Base Information

Chemical Name:methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate
CAS No.:368448-96-8
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Suppliers and Price of methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

There total 7 articles about methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate 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:

: 38447-05-1,38448-84-9,101934-35-4,121411-05-0,1516-24-1,24196-39-2
(2E,4E)-methyl 5-phenylpenta-2,4-dienoate

: 368448-96-8
methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 2 h / -78 °C

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: 57 percent / tetrahydrofuran / 0.5 h / -78 °C

3.1: 71 percent / ammonium formate / Pd(OH)2/C / methanol / 0.75 h / Heating

4.1: 72 percent / aq. Na₂CO₃ / dioxane / 3 h / 20 °C

5.1: N-bromosuccinimide / CCl₄ / 3 h / Irradiation

6.1: 1.25 g / DBU / 0.25 h / 70 °C

With N-Bromosuccinimide; n-butyllithium; ammonium formate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane;
DOI:10.1039/b100402f

Reference yield:

: 368448-92-4
methyl (2S,3S,4E,αS)-2-methyl-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

: 368448-96-8
methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / ammonium formate / Pd(OH)2/C / methanol / 0.75 h / Heating

2: 72 percent / aq. Na₂CO₃ / dioxane / 3 h / 20 °C

3: N-bromosuccinimide / CCl₄ / 3 h / Irradiation

4: 1.25 g / DBU / 0.25 h / 70 °C

With N-Bromosuccinimide; ammonium formate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dihydroxide; In 1,4-dioxane; methanol; tetrachloromethane;
DOI:10.1039/b100402f

Reference yield:

: 368448-91-3
methyl (3R,4E,αS)-3-(N-benzyl-N-α-methylbenzylamino)-5-phenylpent-4-enoate

: 368448-96-8
methyl (2S,3S,4E)-3-(N-tert-butoxycarbonylamino)-2-methyl-5-phenylpent-4-enoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 57 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 71 percent / ammonium formate / Pd(OH)2/C / methanol / 0.75 h / Heating

3.1: 72 percent / aq. Na₂CO₃ / dioxane / 3 h / 20 °C

4.1: N-bromosuccinimide / CCl₄ / 3 h / Irradiation

5.1: 1.25 g / DBU / 0.25 h / 70 °C

With N-Bromosuccinimide; ammonium formate; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane;
DOI:10.1039/b100402f