(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

Base Information

Chemical Name:(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid
CAS No.:849472-65-7
Molecular Formula:C₄₂H₄₅N₃O₁₅
Molecular Weight:831.83
Hs Code.:

(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

Synonyms:(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

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Chemical Property of (S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

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Technology Process of (S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

There total 9 articles about (S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid 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: 84.0%

: (S)-2-Amino-4-[2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-2-benzoylamino-tetrahydro-pyran-2-yl)-acetylamino]-butyric acid

: 88744-04-1
(9-fluorenyl)methyl pentafluorophenyl carbonate

: 849472-65-7
(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; for 12h;
DOI:10.1055/s-2004-837204

Reference yield:

: 849472-56-6
(S)-t-butyl 4-(2-((2S,3R,4S,5S,6R)-2-benzamido-3,4,5-tris(benzyloxy)-6-benzyloxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(t-butoxycarbonylamino)butanoate

: 849472-65-7
(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd(OH)2 / methanol / 8 h

2: pyridine / 12 h

3: TFA / CH₂Cl₂ / 1.5 h

4: 76 mg / aq. NaHCO₃ / tetrahydrofuran / 12 h

With pyridine; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2006.11.006

Reference yield:

: 2-deoxy-α-D-galacto-oct-3-ulopyranosonic acid

: 849472-65-7
(S)-4-(2-((2S,3R,4S,5R,6R)-2-benzamido-3,4,5-tris(acetoxy)-6-acetoxymethyltetrahydro-2H-pyran-2-yl)acetamido)-2-(9-fluorenylmethoxycarbonylamino)butanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: TMSOTf / CH₂Cl₂ / 2 h / 0 °C

2: diisopropylethylamine / CH₂Cl₂ / 12 h / 0 °C

3: H₂ / Pd(OH)2 / methanol / 8 h

4: pyridine / 12 h

5: TFA / CH₂Cl₂ / 1.5 h

6: 76 mg / aq. NaHCO₃ / tetrahydrofuran / 12 h

With pyridine; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.carres.2006.11.006