1-Pyrrolidinecarboxylic acid, 3,4-bis(acetyloxy)-2-[(phenylmethoxy)methyl]-, phenylmethyl ester, (2R,3R,4S)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 3,4-bis(acetyloxy)-2-[(phenylmethoxy)methyl]-, phenylmethyl ester, (2R,3R,4S)-
CAS No.:502162-59-6
Molecular Formula:C24H27NO7
Molecular Weight:441.481
Hs Code.:

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 3,4-bis(acetyloxy)-2-[(phenylmethoxy)methyl]-, phenylmethyl ester, (2R,3R,4S)-

Chemical Property:

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Technology Process of 1-Pyrrolidinecarboxylic acid, 3,4-bis(acetyloxy)-2-[(phenylmethoxy)methyl]-, phenylmethyl ester, (2R,3R,4S)-

There total 10 articles about 1-Pyrrolidinecarboxylic acid, 3,4-bis(acetyloxy)-2-[(phenylmethoxy)methyl]-, phenylmethyl ester, (2R,3R,4S)- 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:

: 99726-01-9
1-(benzyloxy)but-3-en-2-amine

: 502162-59-6
(2R,3R,4S)-(-)-1-benzyloxycarbonyl-2-benzyloxymethyl-3,4-diacetoxypyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: aq. sodium carbonate / tetrahydrofuran / 0 - 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

2.2: 93 percent / dimethylformamide / 0 - 20 °C

3.1: 96 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 20 °C

4.1: 4-methylmorpholine N-oxide; aq. OsO₄ / acetone / 48 h

5.1: 115 mg / pyridine / CH₂Cl₂ / 20 °C

With pyridine; osmium(VIII) oxide; sodium hydride; sodium carbonate; 4-methylmorpholine N-oxide; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/b500390c

Reference yield:

: (1'S)-1-benzyloxy-N-(1-phenylbutoxy)-2-but-3-enylamine

: 502162-59-6
(2R,3R,4S)-(-)-1-benzyloxycarbonyl-2-benzyloxymethyl-3,4-diacetoxypyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: Zn; aq. AcOH / 40 °C / ultrasound

2.1: aq. sodium carbonate / tetrahydrofuran / 0 - 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

3.2: 93 percent / dimethylformamide / 0 - 20 °C

4.1: 96 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 20 °C

5.1: 4-methylmorpholine N-oxide; aq. OsO₄ / acetone / 48 h

6.1: 115 mg / pyridine / CH₂Cl₂ / 20 °C

With pyridine; osmium(VIII) oxide; sodium hydride; sodium carbonate; acetic acid; 4-methylmorpholine N-oxide; zinc; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/b500390c

Reference yield:

: 502162-49-4
(S)-(-)-1-benzyloxy-N-benzyloxycarbonyl-2-but-3-enylamine

: 502162-59-6
(2R,3R,4S)-(-)-1-benzyloxycarbonyl-2-benzyloxymethyl-3,4-diacetoxypyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 - 20 °C

1.2: 93 percent / dimethylformamide / 0 - 20 °C

2.1: 96 percent / Cl₂(Cy₃P)2Ru=CHPh / CH₂Cl₂ / 20 °C

3.1: 4-methylmorpholine N-oxide; aq. OsO₄ / acetone / 48 h

4.1: 115 mg / pyridine / CH₂Cl₂ / 20 °C

With pyridine; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; Grubbs catalyst first generation; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/b500390c