phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside
CAS No.:688315-46-0
Molecular Formula:C₃₅H₄₅NO₁₁S
Molecular Weight:687.808
Hs Code.:

Synonyms:phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

There total 8 articles about phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside 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:

: 24424-99-5
di-tert-butyl dicarbonate

: Benzoic acid (2S,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-4-[2-(1-ethyl-propylamino)-acetoxy]-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 688315-46-0
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

Guidance literature:: With sodium hydrogencarbonate; at 20 ℃; for 1h;
DOI:10.1016/j.tetlet.2004.02.032

Reference yield:

: 71676-30-7,87508-17-6,138922-03-9,87508-18-7
phenyl 4,6-di-O-benzylidene-1-thio-β-D-galactopyranoside

: 688315-46-0
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / cyanuric chloride; pyridine / 1 h / 0 °C

2: 97 percent / pyridine / 2 h / 20 °C

3: 65 percent / aq. AcOH / 2 h / 60 °C

4: 76 percent / pyridine / 2 h / 20 °C

5: piperidine; DMF / 0.33 h / 20 °C

6: satd. aq. NaHCO₃ / 1 h / 20 °C

With piperidine; pyridine; 1,3,5-trichloro-2,4,6-triazine; sodium hydrogencarbonate; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.02.032

Reference yield:

: 688315-31-3
tert-butyl [(1-ethylpropyl)(9H-fluoren-9-ylmethoxycarbonyl)amino]acetate

: 688315-46-0
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-{[tert-butoxycarbonyl-(1-ethylpropyl)amino]acetyl}-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / aq. formic acid / 7 h / 40 °C

2: 73 percent / cyanuric chloride; pyridine / 1 h / 0 °C

3: 97 percent / pyridine / 2 h / 20 °C

4: 65 percent / aq. AcOH / 2 h / 60 °C

5: 76 percent / pyridine / 2 h / 20 °C

6: piperidine; DMF / 0.33 h / 20 °C

7: satd. aq. NaHCO₃ / 1 h / 20 °C

With piperidine; pyridine; formic acid; 1,3,5-trichloro-2,4,6-triazine; sodium hydrogencarbonate; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2004.02.032