methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside
CAS No.:122992-57-8
Molecular Formula:C₅₀H₅₅NO₁₃
Molecular Weight:877.986
Hs Code.:

Synonyms:methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

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Chemical Property of methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

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Technology Process of methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

There total 15 articles about methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside 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: 80.0%

: 122992-56-7
(2S,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 122992-57-8
methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

Guidance literature:: With hydrazine hydrate; In pyridine; acetic acid; for 0.166667h; Ambient temperature;

Reference yield:

: 604-69-3
β-D-glucose pentaacetate

: 122992-57-8
methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 13 steps

1: 2-aminoethanol

3: 25 percent / boron trifluoride etherate / CH₂Cl₂ / polyethylene vessel!

4: 97 percent / potassium tert-butoxide / methanol; dioxane / 0.75 h / Ambient temperature

5: 97 percent / p-toluenesulphonic acid / dimethylformamide / 18 h / Ambient temperature

6: 66 percent / Ba(OH)2*8H₂O, BaO / dimethylformamide / 16 h / Ambient temperature

7: 99 percent / acetic acid; H₂O / 16 h / Ambient temperature

8: pyridine; tetrahydrofuran / 27 h

9: N,N-dimethylaminopyridine / pyridine; tetrahydrofuran / 6 h / 0 °C

10: acetic acid; H₂O / 4 h

11: chromium(VI) oxide / acetone; aq. H₂SO₄ / 24 h / 0 °C

12: CH₂Cl₂

13: 80 percent / hydrazine hydrate / pyridine; acetic acid / 0.17 h / Ambient temperature

With chromium(VI) oxide; barium dihydroxide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; hydrazine hydrate; ethanolamine; barium(II) oxide; dmap; potassium tert-butylate; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; acetone;

Reference yield:

: 3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3
2,3,4,5-tetra-O-acetyl-D-glucopyranose

: 122992-57-8
methyl 3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronato)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 12 steps

2: 25 percent / boron trifluoride etherate / CH₂Cl₂ / polyethylene vessel!

3: 97 percent / potassium tert-butoxide / methanol; dioxane / 0.75 h / Ambient temperature

4: 97 percent / p-toluenesulphonic acid / dimethylformamide / 18 h / Ambient temperature

5: 66 percent / Ba(OH)2*8H₂O, BaO / dimethylformamide / 16 h / Ambient temperature

6: 99 percent / acetic acid; H₂O / 16 h / Ambient temperature

7: pyridine; tetrahydrofuran / 27 h

8: N,N-dimethylaminopyridine / pyridine; tetrahydrofuran / 6 h / 0 °C

9: acetic acid; H₂O / 4 h

10: chromium(VI) oxide / acetone; aq. H₂SO₄ / 24 h / 0 °C

11: CH₂Cl₂

12: 80 percent / hydrazine hydrate / pyridine; acetic acid / 0.17 h / Ambient temperature

With chromium(VI) oxide; barium dihydroxide; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; hydrazine hydrate; barium(II) oxide; dmap; potassium tert-butylate; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; acetone;