(2R,3S,4S,5R,6R)-5-Acetoxy-4-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

Base Information

Chemical Name:(2R,3S,4S,5R,6R)-5-Acetoxy-4-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
CAS No.:110236-65-2
Molecular Formula:C₄₉H₅₅NO₁₆
Molecular Weight:913.973
Hs Code.:

(2R,3S,4S,5R,6R)-5-Acetoxy-4-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

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Chemical Property of (2R,3S,4S,5R,6R)-5-Acetoxy-4-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

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Technology Process of (2R,3S,4S,5R,6R)-5-Acetoxy-4-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

There total 11 articles about (2R,3S,4S,5R,6R)-5-Acetoxy-4-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 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:

: 100-39-0
benzyl bromide

: 110236-65-2
(2R,3S,4S,5R,6R)-5-Acetoxy-4-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

Guidance literature:: Multi-step reaction with 11 steps

1: 73 percent / KOH / dioxane

2: 71 percent / NaCNBH₃, HCl / tetrahydrofuran

3: 55 percent / HgBr₂, mol.sieves 4 angstroem / CH₂Cl₂

4: potassium t-butylate / dioxane; methanol

5: pTSOH / dimethylformamide

6: pyridine

7: 80percent acetic acid

8: tetrahydrofuran; pyridine

9: dimethylaminopyridine / pyridine

10: 80percent acetic acid

11: CrO₃, H₂SO₄ / acetone

With chromium(VI) oxide; hydrogenchloride; potassium hydroxide; 4 A molecular sieve; sulfuric acid; potassium tert-butylate; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; mercury dibromide; dmap; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85356-3

Reference yield:

: 110236-56-1
methyl N-benzyloxycarbonyl-2-deoxy-3,6-di-O-benzylglucopyranoside

: 110236-65-2
(2R,3S,4S,5R,6R)-5-Acetoxy-4-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

Guidance literature:: Multi-step reaction with 9 steps

1: 55 percent / HgBr₂, mol.sieves 4 angstroem / CH₂Cl₂

2: potassium t-butylate / dioxane; methanol

3: pTSOH / dimethylformamide

4: pyridine

5: 80percent acetic acid

6: tetrahydrofuran; pyridine

7: dimethylaminopyridine / pyridine

8: 80percent acetic acid

9: CrO₃, H₂SO₄ / acetone

With chromium(VI) oxide; 4 A molecular sieve; sulfuric acid; potassium tert-butylate; toluene-4-sulfonic acid; acetic acid; mercury dibromide; dmap; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85356-3

Reference yield:

: 110236-58-3
Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

: 110236-65-2
(2R,3S,4S,5R,6R)-5-Acetoxy-4-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

Guidance literature:: Multi-step reaction with 7 steps

1: pTSOH / dimethylformamide

2: pyridine

3: 80percent acetic acid

4: tetrahydrofuran; pyridine

5: dimethylaminopyridine / pyridine

6: 80percent acetic acid

7: CrO₃, H₂SO₄ / acetone

With chromium(VI) oxide; sulfuric acid; toluene-4-sulfonic acid; acetic acid; dmap; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)85356-3