4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
CAS No.:613687-94-8
Molecular Formula:C₃₆H₄₆O₁₉
Molecular Weight:782.75
Hs Code.:

4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

There total 1 articles about 4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-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: 85.0%

: 108-24-7
acetic anhydride

: 405509-61-7
benzyl (6-O-acetyl-2-O-levulinoyl-β-D-galactopyranosyl)-(1->4)-β-D-glucopyranoside

: 613687-94-8
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine;
DOI:10.1081/CAR-100108289

Reference yield: 91.0%

: 613687-94-8
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: 405509-62-8
Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-benzyloxy-5-((2S,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-hydroxy-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With hydrazinium monoacetate;
DOI:10.1081/CAR-100108289

Reference yield:

: 613687-94-8
4-Oxo-pentanoic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-benzyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: C₃₂H₄₄O₁₅

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / AcONH₃NH₂

2: 70 percent / TMSOTf / CH₂Cl₂ / -20 °C

3: NaOMe / methanol

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; hydrazinium monoacetate; In methanol; dichloromethane; 3: Zemplen deacetylation;
DOI:10.1081/CAR-100108289