methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

Base Information

Chemical Name:methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt
CAS No.:109914-80-9
Molecular Formula:C₄₃H₄₇NO₁₅S*2Na
Molecular Weight:895.889
Hs Code.:

methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

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Chemical Property of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

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Technology Process of methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

There total 32 articles about methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt 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:

: 87376-50-9
(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4-diol

: 109914-80-9,109914-85-4
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-α-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

Guidance literature:: Multi-step reaction with 10 steps

1: 61 percent / toluene-p-sulfonic acid monohydrate / 5 h / Ambient temperature

2: 97 percent / pyridine

3: 1) sodium hydride 2) 90 percent aq. trifluoroacetic acid / 1) N,N-dimethylformamid, stirred for 1 h 2) room temp., 10 min.

4: toluene-p-sulfonic acid monohydrate 2) 80 percent aq. acetic acid / 1) toluene, room temp., 1 h 2) room temp., 10 min.

6: 4 percent nickel dichloride hexahydrate, 2 percent boric acid, sodium borohydride / ethanol; tetrahydrofuran

7: M sodium hydroxyde / methanol / 0.25 h

8: chromium trioxide, sulfuric acid / acetone; H₂O / 0.25 h / 0 °C

9: 3 M sodium hydroxide / methanol; tetrahydrofuran / 5 h / 0 °C

10: 1) M sodium hydroxide 2) sulfur trioxide-trimethylamine complex / 1) methanol, room temp., 2 h 2) N,N-dimethylformamide, 60 deg C, 36 h

With pyridine; chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; boric acid; sulfur trioxide trimethylamine complex; sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; nickel dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; water; acetone;
DOI:10.1016/S0008-6215(00)90218-0

Reference yield:

: 87376-50-9
(2R,3R,4R,5R,6R)-5-azido-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4-diol

: 109914-80-9,109914-85-4
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-β-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

Guidance literature:: Multi-step reaction with 10 steps

1: 61 percent / toluene-p-sulfonic acid monohydrate / 5 h / Ambient temperature

2: 97 percent / pyridine

3: 1) sodium hydride 2) 90 percent aq. trifluoroacetic acid / 1) N,N-dimethylformamid, stirred for 1 h 2) room temp., 10 min.

4: toluene-p-sulfonic acid monohydrate 2) 80 percent aq. acetic acid / 1) toluene, room temp., 1 h 2) room temp., 10 min.

6: 4 percent nickel dichloride hexahydrate, 2 percent boric acid, sodium borohydride / ethanol; tetrahydrofuran

7: M sodium hydroxyde / methanol / 0.25 h

8: chromium trioxide, sulfuric acid / acetone; H₂O / 0.33 h / 0 °C

9: 3 M sodium hydroxide / methanol; tetrahydrofuran / 3 h / Ambient temperature

10: 1) M sodium hydroxide 2) sulfur trioxide-trimethylamine complex / 1) methanol, room temp., 2 h 2) N,N-dimethylformamide, 60 deg C, 36 h

With pyridine; chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; boric acid; sulfur trioxide trimethylamine complex; sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; nickel dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; water; acetone;
DOI:10.1016/S0008-6215(00)90218-0

Reference yield:

: 68733-05-1
3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl nitrate

: 109914-80-9,109914-85-4
methyl 2-acetamido-6-O-benzyl-2-deoxy-4-O-sulfo-3-O-(2,3,4-tri-O-benzyl-α-L-idopyranosyluronic acid)-β-D-galactopyranoside, disodium salt

Guidance literature:: Multi-step reaction with 11 steps

1: 60 percent / M sodium methoxyde / 1 h / Ambient temperature

2: 61 percent / toluene-p-sulfonic acid monohydrate / 5 h / Ambient temperature

3: 97 percent / pyridine

4: 1) sodium hydride 2) 90 percent aq. trifluoroacetic acid / 1) N,N-dimethylformamid, stirred for 1 h 2) room temp., 10 min.

5: toluene-p-sulfonic acid monohydrate 2) 80 percent aq. acetic acid / 1) toluene, room temp., 1 h 2) room temp., 10 min.

7: 4 percent nickel dichloride hexahydrate, 2 percent boric acid, sodium borohydride / ethanol; tetrahydrofuran

8: M sodium hydroxyde / methanol / 0.25 h

9: chromium trioxide, sulfuric acid / acetone; H₂O / 0.25 h / 0 °C

10: 3 M sodium hydroxide / methanol; tetrahydrofuran / 5 h / 0 °C

11: 1) M sodium hydroxide 2) sulfur trioxide-trimethylamine complex / 1) methanol, room temp., 2 h 2) N,N-dimethylformamide, 60 deg C, 36 h

With pyridine; chromium(VI) oxide; sodium hydroxide; sodium tetrahydroborate; sulfuric acid; sodium methylate; boric acid; sulfur trioxide trimethylamine complex; sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; nickel dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; water; acetone;
DOI:10.1016/S0008-6215(00)90218-0