4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

Base Information

Chemical Name:4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..
CAS No.:176166-95-3
Molecular Formula:C₅₄H₇₂N₄O₂₈
Molecular Weight:1225.18
Hs Code.:

4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

Synonyms:4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

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Chemical Property of 4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

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Technology Process of 4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

There total 13 articles about 4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine.. 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: 50.0%

: 176166-90-8
(2R,3R,4R,5S,6R)-4,5-diacetoxy-6-(acetoxymethyl)-3-(tert-butoxycarbonylamino)-tetrahydro-2H-pyran-2-carboxylic acid

: 772317-21-2
(S)-2-({(2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-[((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-amino-tetrahydro-pyran-2-carbonyl)-amino]-tetrahydro-pyran-2-carbonyl}-amino)-3-phenyl-propionic acid methyl ester

: 176166-95-3
4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

Guidance literature:: With diethylphosphoryl cyanide; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.tet.2006.05.080

Reference yield:

: 84856-53-1
3-phthalimido-4,5,7-tri-O-acetyl-2,6-anhydro-D-gulo-heptononitrile

: 176166-95-3
4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / hydrogen bromide; acetic acid / 3 h / 20 °C

2: 97 percent / Dowex 50W-X₈ H⁽¹⁺⁾ / 16 h / Heating

3: 95 percent / LiOH*H₂O / methanol; H₂O / 16 h / 60 °C

4: Et₃N / H₂O; dioxane / 3 h / 20 °C

5: Et₃N / dimethylformamide / 3 h / 20 °C

6: 4.81 g / pyridine / 12 h / 20 °C

7: 90 percent / hydrogen / Pd/C / ethyl acetate; ethanol / 16 h / 20 °C

8: 59 percent / diethylphosphoryl cyanide / dimethylformamide / 16 h / 20 °C

9: HCl / ethyl acetate / 20 °C

10: 50 percent / diethylphosphoryl cyanide / dimethylformamide / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; diethylphosphoryl cyanide; Dowex 50W-X₈ H⁽¹⁺⁾; hydrogen bromide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.05.080

Reference yield:

: 130197-65-8
4,5,7-Tri-O-acetyl-2,6-anhydro-3-desoxy-3-phthalimido-D-glycero-D-gulo-heptonamid

: 176166-95-3
4,5,7-tri-O-acetyl-2,6-anhydro-3-tert-butoxycarbonylamino-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl β(1,3) 4,5,7-tri-O-acetyl-3-amino-2,6-anhydro-D-glycero-D-gulo-hepturonyl L-phenylalanine..

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / Dowex 50W-X₈ H⁽¹⁺⁾ / 16 h / Heating

2: 95 percent / LiOH*H₂O / methanol; H₂O / 16 h / 60 °C

3: Et₃N / H₂O; dioxane / 3 h / 20 °C

4: Et₃N / dimethylformamide / 3 h / 20 °C

5: 4.81 g / pyridine / 12 h / 20 °C

6: 90 percent / hydrogen / Pd/C / ethyl acetate; ethanol / 16 h / 20 °C

7: 59 percent / diethylphosphoryl cyanide / dimethylformamide / 16 h / 20 °C

8: HCl / ethyl acetate / 20 °C

9: 50 percent / diethylphosphoryl cyanide / dimethylformamide / 20 °C

With pyridine; hydrogenchloride; lithium hydroxide; diethylphosphoryl cyanide; Dowex 50W-X₈ H⁽¹⁺⁾; hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.05.080