6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

Base Information

Chemical Name:6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside
CAS No.:164112-61-2
Molecular Formula:C₃₉H₅₅NO₁₈
Molecular Weight:825.862
Hs Code.:

Synonyms:6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

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Chemical Property of 6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

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Technology Process of 6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

There total 10 articles about 6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside 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:

: 93619-74-0
6-(phenylmethoxy)-1-hexyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 164112-61-2
6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: NaOMe, MeOH / 6 h / Ambient temperature

2: p-TsOH / 18 h / Ambient temperature

3: 86 percent / DMAP, pyridine / 24 h / Ambient temperature

4: 94 percent / aq. AcOH / 8 h / 60 °C

5: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

6: hydrazine hydrate / methanol / 3 h / 70 °C

7: NaOMe / methanol / 24 h / Ambient temperature

8: DMAP, pyridine / 24 h

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In methanol;
DOI:10.1021/ja00104a011

Reference yield:

: 74808-10-9,86520-63-0,92052-29-4,121238-27-5,127061-80-7,142831-80-9,87119-53-7
O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)trichloroacetimidate

: 164112-61-2
6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / 0 °C

2: NaOMe, MeOH / 6 h / Ambient temperature

3: p-TsOH / 18 h / Ambient temperature

4: 86 percent / DMAP, pyridine / 24 h / Ambient temperature

5: 94 percent / aq. AcOH / 8 h / 60 °C

6: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

7: hydrazine hydrate / methanol / 3 h / 70 °C

8: NaOMe / methanol / 24 h / Ambient temperature

9: DMAP, pyridine / 24 h

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In methanol; dichloromethane;
DOI:10.1021/ja00104a011

Reference yield:

: 6-benzyloxyhexyl β-D-galactopyranoside

: 164112-61-2
6-(phenylmethoxy)-1-hexyl O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl)(1<*>3)-2,4,6-tri-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: p-TsOH / 18 h / Ambient temperature

2: 86 percent / DMAP, pyridine / 24 h / Ambient temperature

3: 94 percent / aq. AcOH / 8 h / 60 °C

4: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

5: hydrazine hydrate / methanol / 3 h / 70 °C

6: NaOMe / methanol / 24 h / Ambient temperature

7: DMAP, pyridine / 24 h

With pyridine; dmap; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; In methanol;
DOI:10.1021/ja00104a011