(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester
CAS No.:188410-04-0
Molecular Formula:C₁₈H₂₅NO₅
Molecular Weight:335.4
Hs Code.:

Synonyms:(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

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Chemical Property of (E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

There total 6 articles about (E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl 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: 68.0%

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 188410-03-9
((R)-2-Benzyloxy-3-oxo-propyl)-carbamic acid tert-butyl ester

: 188410-04-0
(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Guidance literature:: In dichloromethane;
DOI:10.1246/cl.1997.221

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 188410-04-0
(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / Et₃N / CH₂Cl₂

2: 84 percent / (COCl₂)2, DMSO, Et₃N / CH₂Cl₂

3: 68 percent / CH₂Cl₂

With (COCl₂)2; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1246/cl.1997.221

Reference yield:

: 100-39-0
benzyl bromide

: 188410-04-0
(E)-(S)-4-Benzyloxy-5-tert-butoxycarbonylamino-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NaH, Bu₄NI / tetrahydrofuran

2: 76 percent / LiAlH₄ / diethyl ether

3: 70 percent / Et₃N / CH₂Cl₂

4: 84 percent / (COCl₂)2, DMSO, Et₃N / CH₂Cl₂

5: 68 percent / CH₂Cl₂

With lithium aluminium tetrahydride; (COCl₂)2; tetra-(n-butyl)ammonium iodide; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.221