N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

Base Information

Chemical Name:N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine
CAS No.:880491-05-4
Molecular Formula:C₃₄H₄₇FN₄O₁₁S₃
Molecular Weight:802.964
Hs Code.:

Synonyms:N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

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Chemical Property of N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

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Technology Process of N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

There total 8 articles about N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine 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: 67.0%

: triethylammonium [(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetate

: 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(2-amino-ethyldisulfanyl)-ethyl]-amide; compound with trifluoro-acetic acid

: 880491-05-4
N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

Guidance literature:: With TEA; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/j.carres.2005.12.005

Reference yield:

: 156-38-7
4-hydroxyphenylacetate

: 880491-05-4
N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 66 percent / Na₂SO₄ / H₂SO₄ / acetonitrile / 16 h / Heating

2.1: 40 percent / BF₃-etherate / acetonitrile / 24 h / 20 °C

3.1: 83 percent / NBS; AIBN / CCl₄ / 1 h / Irradiation

4.1: 30 percent / AgNO₃; Ag₂CO₃ / acetone; H₂O / 0.5 h / 20 °C / in dark

5.1: 85 percent / DAST / CH₂Cl₂ / 15 h / 20 °C

6.1: DBU / CH₂Cl₂ / 0.5 h / 20 °C

6.2: 100 percent / CH₂Cl₂; ethyl acetate

7.1: 67 percent / HOBt; TEA; EDCl / dimethylformamide / 24 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); TEA; boron trifluoride diethyl etherate; benzotriazol-1-ol; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,4'-diaminostilbene-2,2'-disulfonic acid; silver carbonate; sulfuric acid; In tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.carres.2005.12.005

Reference yield:

: 880490-76-6
(4-hydroxy-phenyl)-acetic acid 2-cyano-ethyl ester

: 880491-05-4
N-[(4-tri-O-acetyl-α-L-fucopyranosyloxy)phenyl]fluoroacetyl-N'-biotinylcystamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 40 percent / BF₃-etherate / acetonitrile / 24 h / 20 °C

2.1: 83 percent / NBS; AIBN / CCl₄ / 1 h / Irradiation

3.1: 30 percent / AgNO₃; Ag₂CO₃ / acetone; H₂O / 0.5 h / 20 °C / in dark

4.1: 85 percent / DAST / CH₂Cl₂ / 15 h / 20 °C

5.1: DBU / CH₂Cl₂ / 0.5 h / 20 °C

5.2: 100 percent / CH₂Cl₂; ethyl acetate

6.1: 67 percent / HOBt; TEA; EDCl / dimethylformamide / 24 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); TEA; boron trifluoride diethyl etherate; benzotriazol-1-ol; silver nitrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,4'-diaminostilbene-2,2'-disulfonic acid; silver carbonate; In tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.carres.2005.12.005