2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

Base Information

Chemical Name:2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate
CAS No.:120204-12-8
Molecular Formula:C₅₇H₅₅NO₂₀
Molecular Weight:1074.06
Hs Code.:

Synonyms:2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

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Chemical Property of 2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

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Technology Process of 2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

There total 8 articles about 2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate 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: 85.0%

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 120172-81-8
2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

: 120204-12-8
2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 1.5h;
DOI:10.1021/jo00272a015

Reference yield: 85.0%

: 120204-12-8
2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

Guidance literature:

Reference yield:

: 78821-34-8
2,6-dideoxy-2,6-imino-D-glycero-D-ido-heptononitrile

: 120204-12-8
2,6-dideoxy-2,6-<<(phenylmethoxy)carbonyl>imino>-7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-D-glycero-L-gulo-heptitol 1,3,4,5-tetrabenzoate

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / triethylamine / ethyl acetate / 18 h / Ambient temperature

2: 89 percent / triethylamine / ethyl acetate / 1.) 0 deg C, 1 h, 2.) room temperature, 21 h

3: 1.) mercuric trifluoroacetate, 2.) N₂O₄ / 1.) 90percent TFA, room temperature, 3.5 h, 2.) room temperature, 1.5 h

4: 1.) B₂H₆, NaBH₄, BF₃*(C₂H₅)2O, 2.) HCl / 1.) THF, room temperature, 16 h, 2.) anhydrous ether, 0 deg C, 1 h

5: 1.) NaHCO₃, 2.) K₂CO₃ / 1.) ethyl acetate, 2.) THF, H₂O, 50 deg C, 3 h

6: 85 percent / BF₃*(C₂H₅)2O / CH₂Cl₂ / 1.5 h / -20 °C

With hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; mercury(II) trifluoroacetate; dinitrogen tetraoxide; sodium hydrogencarbonate; potassium carbonate; triethylamine; diborane; In dichloromethane; ethyl acetate;
DOI:10.1021/jo00272a015