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

Base Information

Chemical Name:(2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-hydroxy-butanamide
CAS No.:429691-54-3
Molecular Formula:C₂₁H₂₆N₂O₆
Molecular Weight:402.447
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-hydroxy-butanamide

Chemical Property:

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Technology Process of (2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-hydroxy-butanamide

There total 3 articles about (2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-hydroxy-butanamide 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: 58.0%

: 429691-53-2
(2R,3S)-3-benzyloxycarbonylamino-2-benzyloxymethoxy-methyl-4-butanolide

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

Guidance literature:: With ammonium hydroxide; In methanol; at 20 ℃; for 2h;
DOI:10.1055/s-2002-20035

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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