tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate

Base Information

• Chemical Name: tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate
• CAS No.: 1004751-05-6
• Molecular Formula: C₂₆H₃₇NO₃Si
• Molecular Weight: 439.67

Synonyms:tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate

Chemical Property of tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate

Chemical Property:

Purity/Quality:

99.00% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate

There total 2 articles about tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate 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: 91.0%

tert-butyl (2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-((methyl)(2,2,2-trichloroethoxycarbonyl)amino)-4-pentenoate (1004751-04-5) → tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate (1004751-05-6)

Guidance literature:

With ammonium chloride; zinc; In methanol; at 20 ℃; for 12h;

DOI:10.1021/jo702264e

Reference yield: 58.0%

tert-butyl (2S)-3-[(tert-butyldiphenylsilyl)oxy]-2-[(N-methyl-4-nitrophenyl)sulfonamido]pent-4-enoate → tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate (1004751-05-6) + tert-butyl (2S,3R)-3-[(tertbutyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate

Guidance literature:

With potassium carbonate; thiophenol; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/ejoc.201801667

Reference yield: 66.0%

6-benzyloxycarbonylamino-5-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribo-pentofuranosyl]-6-deoxy-2,3-O-isopropylidene-1-(uracil-1-yl)-β-D-glycero-L-talo-heptofuranuronate (1004751-08-9) + tert-butyl (2S,3S)-3-[(tert-butyldiphenylsilyl)oxy]-2-(methylamino)pent-4-enoate (1004751-05-6) → C63H85N5O17Si (1004751-09-0)

Guidance literature:

With 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/jo702264e

upstream raw materials:

tert-butyl (2S,3S)-3-(tert-butyldiphenylsilyloxy)-2-((methyl)(2,2,2-trichloroethoxycarbonyl)amino)-4-pentenoate

Downstream raw materials:

C₆₃H₈₅N₅O₁₇Si

N-[(1S,2S)-2-tert-butyldiphenylsiloxy-1-tert-butoxycarbonyl-3-butenyl]-N-methyl-2-benzyloxycarbonylamino-3-O-[5-tert-butoxycarbonylamino-5-deoxy-2,3-O-(3-pentylidene)-β-D-ribofuranosyl]-2-hydroxybutanamide

N-[(1S,2S)-2-tert-butyldiphenylsiloxy-1-tert-butoxycarbonyl-3-butenyl]-N-methyl-6-benzyloxycarbonylamino-6-deoxy-2,3-O-isopropylidene-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide

N-[(1S,2S)-2-tert-butyldiphenylsiloxy-1-tert-butoxycarbonyl-3-butenyl]-N-methyl-6-benzyloxycarbonylamino-5-O-triethylsilyl-6-deoxy-2,3-O-isopropylidene-1-(uracil-1-yl)-β-D-glycelo-L-talo-heptofuranuronamide

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