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

Base Information

Chemical Name:(2R,3S,5S)-2-Benzoyloxymethyl-3-benzyloxy-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:146499-23-2
Molecular Formula:C₂₈H₂₇NO₆
Molecular Weight:473.525
Hs Code.:

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

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Chemical Property of (2R,3S,5S)-2-Benzoyloxymethyl-3-benzyloxy-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (2R,3S,5S)-2-Benzoyloxymethyl-3-benzyloxy-5-formyl-pyrrolidine-1-carboxylic acid benzyl ester

There total 9 articles about (2R,3S,5S)-2-Benzoyloxymethyl-3-benzyloxy-5-formyl-pyrrolidine-1-carboxylic 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:

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

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

Guidance literature:: Multi-step reaction with 7 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

With pyridine; potassium hydroxide; dimethylsulfide; sodium hydride; sodium hydrogencarbonate; ozone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; methanol; dichloromethane; water;
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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / NaH

2: 100 percent / 1N KOH / methanol / Heating

3: 90 percent / NaHCO₃ / H₂O; CH₂Cl₂

4: 97 percent / pyridine / tetrahydrofuran

5: 1) O₃, 2) Me₂S

With pyridine; potassium hydroxide; dimethylsulfide; sodium hydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)74771-X