tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

Base Information

Chemical Name:tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate
CAS No.:685104-24-9
Molecular Formula:C₅₇H₆₀O₂₄
Molecular Weight:1129.09
Hs Code.:

Synonyms:tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

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Chemical Property of tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

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Technology Process of tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

There total 9 articles about tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate 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: 98.0%

: 685104-23-8
tert-butyl [allyl 4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

: 685104-24-9
tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; at 80 ℃; for 1h;
DOI:10.1002/ejoc.200300580

Reference yield:

: 93382-48-0
allyl 4,6-O-benzylidene-α-D-glucopyranoside

: 685104-24-9
tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

Guidance literature:: Multi-step reaction with 12 steps

1: 58 percent / pyridine / 0 °C

2: 99 percent / imidazole; DMAP / dimethylformamide

3: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

4: 97 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -15 - 20 °C

5: 83 percent / HF; pyridine / 20 °C

6: 100 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -20 - 20 °C

7: 77 percent / HOAc / 70 °C

8: 92 percent / pyridine / 2 h / 80 °C

9: 100 percent / pyridine / 20 °C

10: 61 percent / HOAc / 4 h / 50 °C

11: 90 percent / PDC; Ac₂O / CH₂Cl₂ / 6 h / 20 °C

12: 98 percent / [Pd(PPh₃)4]; HOAc / 1 h / 80 °C

With pyridine; 1H-imidazole; dmap; N-iodo-succinimide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; acetic anhydride; diisobutylaluminium hydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.200300580

Reference yield:

: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-galactopyranoside

: 685104-24-9
tert-butyl [4-O-acetyl-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside]uronate

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -15 - 20 °C

2: 83 percent / HF; pyridine / 20 °C

3: 100 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -20 - 20 °C

4: 77 percent / HOAc / 70 °C

5: 92 percent / pyridine / 2 h / 80 °C

6: 100 percent / pyridine / 20 °C

7: 61 percent / HOAc / 4 h / 50 °C

8: 90 percent / PDC; Ac₂O / CH₂Cl₂ / 6 h / 20 °C

9: 98 percent / [Pd(PPh₃)4]; HOAc / 1 h / 80 °C

With pyridine; N-iodo-succinimide; dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; acetic anhydride; acetic acid; In dichloromethane; toluene;
DOI:10.1002/ejoc.200300580