Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

Base Information

Chemical Name:Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester
CAS No.:194283-78-8
Molecular Formula:C₂₈H₃₈O₇Si
Molecular Weight:514.691
Hs Code.:

Synonyms:Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

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Chemical Property of Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

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Technology Process of Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

There total 7 articles about Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester 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%

: 922-67-8
propynoic acid methyl ester

: 194283-77-7
Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-butyl ester

: 194283-78-8
Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

Guidance literature:: With 4-methyl-morpholine; In dichloromethane; for 10h; Ambient temperature;
DOI:10.1021/jo9702812

Reference yield:

: 84379-53-3
2-O-benzyl-3,4-O-isopropylidene-L-threitol

: 194283-78-8
Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

2: 86 percent / PTSA / methanol; H₂O / Ambient temperature

3: 95 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

4: 91 percent / N-methyl morpholine / CH₂Cl₂ / 10 h / Ambient temperature

With 4-methyl-morpholine; pyridine; 1H-imidazole; toluene-4-sulfonic acid; In methanol; dichloromethane; water;
DOI:10.1021/jo9702812

Reference yield:

: 21154-16-5,35572-31-7,89015-57-6,141042-56-0
diethyl-2,3-O-benzylidene-D-tartrate

: 194283-78-8
Benzoic acid (2S,3S)-2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-((E)-2-methoxycarbonyl-vinyloxy)-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / LiAlH₄ / diethyl ether; CH₂Cl₂ / 1.) room temperature, 1 h, 2.) reflux, 4 h

2: 70 percent / PTSA, MS 4A / CH₂Cl₂ / 7 h / Heating

3: 95 percent / pyridine / CH₂Cl₂ / 12 h / Ambient temperature

4: 86 percent / PTSA / methanol; H₂O / Ambient temperature

5: 95 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

6: 91 percent / N-methyl morpholine / CH₂Cl₂ / 10 h / Ambient temperature

With 4-methyl-morpholine; pyridine; 1H-imidazole; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo9702812