1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

Base Information

Chemical Name:1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose
CAS No.:104039-86-3
Molecular Formula:C₅₇H₅₅NO₁₃
Molecular Weight:962.063
Hs Code.:

Synonyms:1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

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Chemical Property of 1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

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Technology Process of 1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

There total 13 articles about 1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose 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: 99.0%

: 108-24-7
acetic anhydride

: 104039-85-2
3,6-Di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

: 104039-86-3
1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

Guidance literature:: In pyridine; for 16h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90670-0

Reference yield:

: 51450-24-9
hexa-O-acetyl-D-lactal

: 104039-86-3
1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Ce(NO₃)4*2NH₄NO₃, NaN₃, 2.) LiNO₃ / 2.) acetonitrile, DMF, 2 d, room temp.

2: 33 percent / Na / 0.25 h

3: 4.7 g / p-toluenesulfonic / acetonitrile / 3 h / Ambient temperature

4: 4.40 g / NaH / dimethylformamide / 2 h / Ambient temperature

5: 75 percent / H₂S / pyridine; H₂O / 4.5 h / 60 °C

6: 4.05 g / 5percent HCl / methanol / pH 3-4

7: 3.88 g / Amberlite IRA-400, OH^(1-) / methanol

8: 1.) Et₃N, 2.) acetic anhydride / 1.) 16 h, room temp., 2.) 18 h, room temp., ca. 90 min, 90 deg C

9: 61 percent / NaOAc, PdCl₂ / aq. acetic acid / 2.5 h / 40 °C

10: 99 percent / pyridine / 16 h / Ambient temperature

With ammonium nitrate; hydrogenchloride; cerium nitrate; sodium azide; Amberlite IRA-400; hydrogen sulfide; lithium nitrate; hydroxide; sodium acetate; sodium; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium dichloride; In pyridine; methanol; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(00)90670-0

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 104039-86-3
1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzyliden-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 4.7 g / p-toluenesulfonic / acetonitrile / 3 h / Ambient temperature

2: 4.40 g / NaH / dimethylformamide / 2 h / Ambient temperature

3: 75 percent / H₂S / pyridine; H₂O / 4.5 h / 60 °C

4: 4.05 g / 5percent HCl / methanol / pH 3-4

5: 3.88 g / Amberlite IRA-400, OH^(1-) / methanol

6: 1.) Et₃N, 2.) acetic anhydride / 1.) 16 h, room temp., 2.) 18 h, room temp., ca. 90 min, 90 deg C

7: 61 percent / NaOAc, PdCl₂ / aq. acetic acid / 2.5 h / 40 °C

8: 99 percent / pyridine / 16 h / Ambient temperature

With hydrogenchloride; Amberlite IRA-400; hydrogen sulfide; hydroxide; sodium acetate; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium dichloride; In pyridine; methanol; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0008-6215(00)90670-0