1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

Base Information

Chemical Name:1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate
CAS No.:756531-81-4
Molecular Formula:C₂₄H₂₉NO₆
Molecular Weight:427.497
Hs Code.:

Synonyms:1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

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Chemical Property of 1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

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Technology Process of 1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

There total 4 articles about 1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate 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: 91.0%

: 100-39-0
benzyl bromide

: 637337-67-8
(S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-[(tert-butoxy)carbonyl]propanoic acid

: 756531-81-4
1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1002/hlca.200490142

Reference yield:

: 637337-12-3
(R)-3-((R)-2-{[(benzyloxy)carbonyl]methyl}-3-[(tert-butoxy)carbonyl]-1-oxopropyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 756531-81-4
1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 82 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

2.1: Et₃N; DPPA / toluene

2.2: 76 percent / toluene / 16 h / Heating

3.1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

4.1: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

With lithium hydroxide; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: 637337-18-9
tert-butyl (S)-3-({[(benzyloxy)carbonyl]amino}methyl)-4-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxobutanoate

: 756531-81-4
1-benzyl 4-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)butanedioate

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

2: 91 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490142