4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:110236-64-1
Molecular Formula:C₄₉H₅₇NO₁₅
Molecular Weight:899.989
Hs Code.:

4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

There total 10 articles about 4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester 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

: 110236-64-1
4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 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

With hydrogenchloride; potassium hydroxide; 4 A molecular sieve; 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;
DOI:10.1016/S0040-4039(00)85356-3

Reference yield:

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

: 110236-64-1
4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 110236-61-8
Methyl-4-O-(2-O-acetyl-3-O-benzyl-α-L-idopyranosyl)-3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

: 110236-64-1
4-Oxo-pentanoic acid (2S,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-hydroxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; pyridine

2: dimethylaminopyridine / pyridine

3: 80percent acetic acid

With acetic acid; dmap; In tetrahydrofuran; pyridine;
DOI:10.1016/S0040-4039(00)85356-3