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

Base Information

Chemical Name:(S)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-[(tert-butoxy)carbonyl]butanoic acid
CAS No.:637337-69-0
Molecular Formula:C₁₈H₂₅NO₆
Molecular Weight:351.4
Hs Code.:

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

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Chemical Property of (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-[(tert-butoxy)carbonyl]butanoic acid

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Technology Process of (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-[(tert-butoxy)carbonyl]butanoic acid

There total 6 articles about (S)-2-({[(benzyloxy)carbonyl]amino}methyl)-4-[(tert-butoxy)carbonyl]butanoic acid 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%

: 756531-78-9
tert-butyl (S)-4-({[(benzyloxy)carbonyl]amino}methyl)-5-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-4-oxopentanoate

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

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;
DOI:10.1002/hlca.200490142

Reference yield:

: 108-55-4
glutaric anhydride,

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

Guidance literature:: Multi-step reaction with 6 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

With dmap; lithium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; water; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With lithium hydroxide; diphenyl-phosphinic acid; hydrogen; dihydrogen peroxide; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; water; toluene;
DOI:10.1002/hlca.200490142