(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

Base Information

Chemical Name:(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine
CAS No.:256451-16-8
Molecular Formula:C₃₅H₃₆N₄O₇
Molecular Weight:624.693
Hs Code.:

Synonyms:(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

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Chemical Property of (-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

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Technology Process of (-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

There total 4 articles about (-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine 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: 67.0%

: 256451-14-6
(+)-(2R,5S,6R,7S)-7-[1,2-bis(benzyloxycarbonyl)hydrazino]-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

: 256451-16-8
(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1039/b106783b

Reference yield:

: 195525-45-2
(+)-(2R,5S,6S)-6-O,N-dibenzylhydroxyamino-8-oxo-2-phenyl-3-oxa-1-azabicyclo[3.3.0]octane

: 256451-16-8
(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 85 percent / tetrahydrofuran / 8 h / -78 °C

2.1: 67 percent / TFA / CH₂Cl₂ / 2.5 h / 20 °C

With trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b106783b

Reference yield:

: 2449-05-0
dibenzyl azodicarboxylate

: 256451-16-8
(-)-(3S,4R,5S)-3-(1,2-bis[benzyloxycarbonyl]hydrazino)-4-O,N-dibenzylhydroxyamino-3-hydrazino-5-hydroxymethyl-2-oxopyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 85 percent / tetrahydrofuran / 8 h / -78 °C

2.1: 67 percent / TFA / CH₂Cl₂ / 2.5 h / 20 °C

With trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b106783b