[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

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Chemical Name:[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester
CAS No.:172696-29-6
Molecular Formula:C₂₈H₃₈N₂O₈
Molecular Weight:530.618
Hs Code.:

Synonyms:[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

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Chemical Property of [(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

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Technology Process of [(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

There total 6 articles about [(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester 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: 80.0%

: 62023-59-0,76498-22-1
(2S,3S)-3-benzyloxycarbonylamino-2-hydroxy-4-phenylbutanoic acid

: 172823-20-0
2(R),5(R)-bis(methoxymethyl)-3(R),4(S)-dimethoxypyrrolidine

: 172696-29-6
[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile; for 18h;
DOI:10.1021/ja00153a008

Reference yield:

: 191851-91-9
2(R),5(R)-bis(methoxymethyl)-3(R),4(S)-dimethoxy-N-(benzyloxycarbonyl)pyrrolidine

: 172696-29-6
[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / methanol / 3 h

2: 80 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl, 1-hydroxybenzotriazole, diisopropylethylamine / dimethylformamide; acetonitrile / 18 h

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00153a008

Reference yield:

: 121253-53-0
2-ethoxy-5-phenyl-4-<<(phenylmethoxy)carbonyl>amino>-3-oxo-1-pentene

: 172696-29-6
[(1S,2S)-1-Benzyl-3-((2S,3R,4R,5R)-3,4-dimethoxy-2,5-bis-methoxymethyl-pyrrolidin-1-yl)-2-hydroxy-3-oxo-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: O₃ / CH₂Cl₂

2: NaBH₄ / methanol / 0.33 h / 0 °C

3: 92 percent / 0.25 N LiOH / methanol; H₂O / 0.5 h / Ambient temperature

4: 80 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl, 1-hydroxybenzotriazole, diisopropylethylamine / dimethylformamide; acetonitrile / 18 h

With lithium hydroxide; sodium tetrahydroborate; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00153a008