1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

Base Information

Chemical Name:1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate
CAS No.:756531-82-5
Molecular Formula:C₂₅H₃₁NO₆
Molecular Weight:441.524
Hs Code.:

Synonyms:1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

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Chemical Property of 1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

Chemical Property:

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Technology Process of 1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

There total 7 articles about 1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate 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: 93.0%

: 100-39-0
benzyl bromide

: 637337-69-0
(S)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-[(tert-butoxy)carbonyl]butanoic acid

: 756531-82-5
1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

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:

: 108-55-4
glutaric anhydride,

: 756531-82-5
1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 24 percent / NEt₃; DMAP; N-hydroxysuccinimide / toluene / 24 h / Heating

2.1: tBuCOCl; NEt₃ / tetrahydrofuran / 2 h / -30 °C

2.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C

3.1: LHDMS / tetrahydrofuran / 1 h / -78 °C

3.2: 55 percent / tetrahydrofuran / 20 h / -50 °C

4.1: 89 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

5.1: Et₃N; DPPA / toluene

5.2: 75 percent / toluene / 16 h / Heating

6.1: 93 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

7.1: 93 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

With dmap; lithium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; pivaloyl chloride; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: 63128-51-8
5-(tert-butoxy)-5-oxopentanoic acid

: 756531-82-5
1-benzyl 5-(tert-butyl) (S)-2-({[(benzyloxy)carbonyl]amino}methyl)pentanedioate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tBuCOCl; NEt₃ / tetrahydrofuran / 2 h / -30 °C

1.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C

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

2.2: 55 percent / tetrahydrofuran / 20 h / -50 °C

3.1: 89 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

4.1: Et₃N; DPPA / toluene

4.2: 75 percent / toluene / 16 h / Heating

5.1: 93 percent / LiOH*H₂O; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 0 °C

6.1: 93 percent / NaHCO₃; Bu₄NI / dimethylformamide / 20 h / 20 °C

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