(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

Base Information

Chemical Name:(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone
CAS No.:154796-51-7
Molecular Formula:C₂₆H₂₉NO₅S
Molecular Weight:467.586
Hs Code.:

Synonyms:(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

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Chemical Property of (3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

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Technology Process of (3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

There total 4 articles about (3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone 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%

: 20194-18-7
sodium phenyl-methanolate

: (4S,5S)-4-O-benzyl-4,5,6-trihydroxy-4,5-O-isopropylidene-1-(2-thiazolyl)-2(E)-hexen-1-one

: 154796-52-8
(3R,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

: 154796-51-7
(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

Guidance literature:: In tetrahydrofuran; at -50 ℃; for 5h;

Reference yield:

: 3292-77-1
2-bromo-1-thiazol-2-yl-ethanone

: 154796-51-7
(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / toluene / 3 h / Ambient temperature

2: 95 percent / 1N aq. NaOH / 0.5 h

3: 82 percent / CHCl₃ / 48 h / Heating

4: 65 percent / tetrahydrofuran / 5 h / -50 °C

With sodium hydroxide; In tetrahydrofuran; chloroform; toluene;

Reference yield:

: 136029-16-8
((2-thiazolylcarbonyl)methyl)triphenylphosphonium bromide

: 154796-51-7
(3S,4S,5S)-3,4-di-O-benzyl-3,4,5,6-tetrahydroxy-5,6-O-isopropylidene-1-(2-thiazolyl)-1-hexanone

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / 1N aq. NaOH / 0.5 h

2: 82 percent / CHCl₃ / 48 h / Heating

3: 65 percent / tetrahydrofuran / 5 h / -50 °C

With sodium hydroxide; In tetrahydrofuran; chloroform;