(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

Base Information

Chemical Name:(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate
CAS No.:1337555-95-9
Molecular Formula:C₃₉H₆₀N₂O₆Si
Molecular Weight:681.001
Hs Code.:

Synonyms:(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

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Chemical Property of (S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

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Technology Process of (S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

There total 2 articles about (S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate 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: 77.0%

: 1337555-94-8
C₂₉H₄₁NO₅Si

: 2748-02-9,13081-32-8
L-leucine tert-butyl ester hydrochloride

: 1337555-95-9
(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

Guidance literature:: With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 20h;
DOI:10.1021/jo201727g

Reference yield:

: C₂₉H₄₁NO₅Si

: 1337555-95-9
(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hexamethyldisilazane / tetrahydrofuran

2: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / acetonitrile / 20 h / 20 °C

With sodium hexamethyldisilazane; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In tetrahydrofuran; acetonitrile; 1: enolate-Claisen rearrangement;
DOI:10.1021/jo201727g

Reference yield:

: 1337555-95-9
(S)-tert-butyl 2-((2R,3S,Z)-2-(tert-butoxycarbonylamino)-4-[(tert-butyldiphenylsilyloxy)methyl]-3-methylhex-4-enamido)-4-methylpentanoate

: 1337556-47-4
C₄₂H₆₆N₆O₉

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine; pyridine hydrofluoride / tetrahydrofuran / 5 h / 0 - 20 °C

2: methanesulfonyl chloride; triethylamine / dichloromethane / 18 h / 0 - 20 °C

3: dichloromethane / 3 h / 0 °C

4: potassium carbonate / acetone / 20 h / 20 °C

5: triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 6 h / 0 °C

6: diethylamine / tetrahydrofuran / 5 h / 20 °C

7: dichloromethane / 1.5 h

With pyridine; pyridine hydrofluoride; potassium carbonate; methanesulfonyl chloride; diethylamine; triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/jo201727g