(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Base Information

Chemical Name:(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
CAS No.:146499-24-3
Molecular Formula:C₂₈H₂₇NO₇
Molecular Weight:489.525
Hs Code.:

Synonyms:(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

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Chemical Property of (2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

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Technology Process of (2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

There total 10 articles about (2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-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%

: 146499-23-2
(2R,3S,5S)-2-Benzoyloxymethyl-3-benzyloxy-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester

: 146499-24-3
(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: With potassium permanganate; In tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)74771-X

Reference yield:

: 146499-33-4
Benzoic acid (Z)-(S)-5-methoxymethoxy-1-((R)-2-oxo-oxazolidin-4-yl)-pent-3-enyl ester

: 146499-24-3
(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 30 molpercent PdCl₂(MeCN)2 / tetrahydrofuran / Ambient temperature

2: 86 percent / 1N KOH / methanol / Ambient temperature

3: 96 percent / NaH

4: 100 percent / 1N KOH / methanol / Heating

5: 90 percent / NaHCO₃ / H₂O; CH₂Cl₂

6: 97 percent / pyridine / tetrahydrofuran

7: 1) O₃, 2) Me₂S

8: 80 percent / KMnO₄ / 2-methyl-propan-2-ol

With pyridine; potassium hydroxide; potassium permanganate; dimethylsulfide; sodium hydride; sodium hydrogencarbonate; ozone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)74771-X

Reference yield:

: 146499-34-5
Benzoic acid (E)-(S)-5-methoxymethoxy-1-((R)-2-oxo-oxazolidin-4-yl)-pent-3-enyl ester

: 146499-24-3
(2S,4S,5R)-5-Benzoyloxymethyl-4-benzyloxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 30 molpercent PdCl₂(MeCN)2 / tetrahydrofuran / Ambient temperature

2: 86 percent / 1N KOH / methanol / Ambient temperature

3: 96 percent / NaH

4: 100 percent / 1N KOH / methanol / Heating

5: 90 percent / NaHCO₃ / H₂O; CH₂Cl₂

6: 97 percent / pyridine / tetrahydrofuran

7: 1) O₃, 2) Me₂S

8: 80 percent / KMnO₄ / 2-methyl-propan-2-ol

With pyridine; potassium hydroxide; potassium permanganate; dimethylsulfide; sodium hydride; sodium hydrogencarbonate; ozone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)74771-X