(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Base Information

Chemical Name:(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester
CAS No.:174783-83-6
Molecular Formula:C₄₈H₅₄N₂O₂₀
Molecular Weight:978.958
Hs Code.:

(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Synonyms:(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

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Chemical Property of (S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

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Technology Process of (S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

There total 7 articles about (S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl 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: 73.0%

: C₅₅H₅₈N₂O₂₀

: 174783-83-6
(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: With acetic acid; In water; at 80 ℃;
DOI:10.1016/0040-4039(95)02229-5

Reference yield:

: 72-87-7,1136-42-1,1136-44-3,6730-06-9,7772-94-3,10036-64-3,14131-60-3,14131-64-7,14131-68-1,14215-68-0,62057-49-2,62057-50-5,62057-51-6,62057-52-7,62057-53-8,62057-54-9,62057-55-0,62057-56-1,62075-50-7,62137-54-6,134451-97-1,134522-12-6,148347-16-4,6082-29-7
N-acetyl-D-galactosamine

: 174783-83-6
(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 55 percent / 2percent HCl / 60 °C

2: 62 percent / p-toluene sulfonic acid / acetonitrile / 55 °C

3: 65 percent / Hg(CN)2 / benzene; nitromethane / 50 °C

4: 58 percent / iridium ⁽¹⁾ hexafluorophosphate / tetrahydrofuran / Ambient temperature

5: 70 percent / DBU / CH₂Cl₂

6: 68 percent / 3 Angstroem molecular sieves, BF₃*OEt₂ / tetrahydrofuran / 0.5 h / -20 °C

7: 73 percent / 80percent CH₃COOH / H₂O / 80 °C

With hydrogenchloride; (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; 3 A molecular sieve; boron trifluoride diethyl etherate; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; nitromethane; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(95)02229-5

Reference yield:

: 64650-83-5
N-((2S,3R,4R,5R,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

: 174783-83-6
(S)-3-[(2S,3R,4R,5R,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 2-oxo-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 62 percent / p-toluene sulfonic acid / acetonitrile / 55 °C

2: 65 percent / Hg(CN)2 / benzene; nitromethane / 50 °C

3: 58 percent / iridium ⁽¹⁾ hexafluorophosphate / tetrahydrofuran / Ambient temperature

4: 70 percent / DBU / CH₂Cl₂

5: 68 percent / 3 Angstroem molecular sieves, BF₃*OEt₂ / tetrahydrofuran / 0.5 h / -20 °C

6: 73 percent / 80percent CH₃COOH / H₂O / 80 °C

With (bis(diphenylphosphino)ethylene)(1,5-cyclooctadiene)iridium(I) hexafluorophosphate; 3 A molecular sieve; boron trifluoride diethyl etherate; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; nitromethane; dichloromethane; water; acetonitrile; benzene;
DOI:10.1016/0040-4039(95)02229-5