tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

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Chemical Name:tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate
CAS No.:288318-39-8
Molecular Formula:C₂₄H₃₇NO₈S
Molecular Weight:499.626
Hs Code.:

Synonyms:tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

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Chemical Property of tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

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Technology Process of tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

There total 6 articles about tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate 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: 65.0%

: 73252-37-6
(3S)-3-(methoxymethoxy)butanal

: 288318-38-7
tert-butyl (2S)-2-benzoylamino-3-{[(1-ethoxycarbonyl)methyl]thio}propanoate

: 288318-39-8
tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

Guidance literature:: With CeCl₂*7H₂O; tert-butylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 6.5h;
DOI:10.1021/jo000116d

Reference yield:

: 62574-13-4,85806-66-2
(2S,2'S)-di-tert-butyl 3,3'-disulfanediylbis(2-aminopropanoate)

: 288318-39-8
tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / pyridine / CH₂Cl₂ / 15 h / 0 - 20 °C

2: 70 percent / NaBH₄ / ethanol / 2 h / 25 °C

3: 86 percent / NaOCH₃ / methanol / 1 h / Heating

4: 65 percent / CeCl₂*7H₂O; t-BuMgCl / tetrahydrofuran / 6.5 h / -78 °C

With pyridine; sodium tetrahydroborate; CeCl₂*7H₂O; tert-butylmagnesium chloride; sodium methylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Acylation / 2: reductive cleavage / 3: Alkylation / 4: Addition;
DOI:10.1021/jo000116d

Reference yield:

: 98-88-4
benzoyl chloride

: 288318-39-8
tert-butyl (2S)-2-(benzoylamino)-3-{[(4S)-1-(ethoxycarbonyl)-2-hydroxy-4-(methoxymethoxy)pentyl]thio}propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / pyridine / CH₂Cl₂ / 15 h / 0 - 20 °C

2: 70 percent / NaBH₄ / ethanol / 2 h / 25 °C

3: 86 percent / NaOCH₃ / methanol / 1 h / Heating

4: 65 percent / CeCl₂*7H₂O; t-BuMgCl / tetrahydrofuran / 6.5 h / -78 °C

With pyridine; sodium tetrahydroborate; CeCl₂*7H₂O; tert-butylmagnesium chloride; sodium methylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Acylation / 2: reductive cleavage / 3: Alkylation / 4: Addition;
DOI:10.1021/jo000116d