(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Base Information

Chemical Name:(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid
CAS No.:429691-51-0
Molecular Formula:C₂₁H₂₄N₂O₇
Molecular Weight:416.431
Hs Code.:

Synonyms:(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

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Chemical Property of (2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Chemical Property:

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Technology Process of (2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

There total 4 articles about (2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic 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: 76.0%

: 429691-54-3
(2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-hydroxy-butanamide

: 429691-51-0
(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Guidance literature:: With jones' reagent; In acetone; at 10 ℃; for 1h;
DOI:10.1055/s-2002-20035

Reference yield:

: 87219-29-2
benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

: 429691-51-0
(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 62 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 100 percent / i-Pr₂NEt / tetrahydrofuran / 3 h / 10 - 25 °C

3.1: 58 percent / aq. NH₃ / methanol / 2 h / 20 °C

4.1: 76 percent / Jones' reagent / acetone / 1 h / 10 °C

With ammonium hydroxide; jones' reagent; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; acetone;
DOI:10.1055/s-2002-20035

Reference yield:

: 429691-50-9
(2R,3S)-3-benzyloxycarbonylamino-2-hydroxymethyl-4-butanolide

: 429691-51-0
(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / i-Pr₂NEt / tetrahydrofuran / 3 h / 10 - 25 °C

2: 58 percent / aq. NH₃ / methanol / 2 h / 20 °C

3: 76 percent / Jones' reagent / acetone / 1 h / 10 °C

With ammonium hydroxide; jones' reagent; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; acetone;
DOI:10.1055/s-2002-20035