(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

Base Information

Chemical Name:(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine
CAS No.:161275-48-5
Molecular Formula:C₃₅H₃₉N₃O₇
Molecular Weight:613.711
Hs Code.:

(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

Synonyms:(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

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Chemical Property of (3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

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Technology Process of (3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

There total 13 articles about (3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine 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: 93.0%

: 161275-47-4
(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-(t-butyldimethylsiloxy)methylpyrrolidine

: 161275-48-5
(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

Guidance literature:: With hydrogenchloride; In methanol;
DOI:10.1016/S0040-4039(00)78556-X

Reference yield:

: 161150-47-6
(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methylthio-3,4-dihydro-2H-pyrrole

: 161275-48-5
(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / toluene / 80 °C

2: DMAP / tetrahydrofuran / 0.5 h / 20 °C

3: 20 percent / DMAP / tetrahydrofuran / 0.5 h / 20 °C

4: 93 percent / conc. HCl / methanol / 0.5 h / 20 °C

With hydrogenchloride; dmap; In tetrahydrofuran; methanol; toluene;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 560130-36-1
(2S,3R,4R)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-[5-oxo-2-phenyl-oxazol-(4E)-ylidene]-pyrrolidine-1-carboxylic acid allyl ester

: 161275-48-5
(3R,4R,5S)-2-[(Z)-1-benzoylamino-1-[N-(1-methylethyl)carbamoyl]methylidene]-3,4-dibenzyloxy-1-(2-propenyloxy)carbonyl-5-hydroxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / DMAP / tetrahydrofuran / 0.5 h / 20 °C

2: 93 percent / conc. HCl / methanol / 0.5 h / 20 °C

With hydrogenchloride; dmap; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(03)00378-8