6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

Base Information

Chemical Name:6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester
CAS No.:181026-00-6
Molecular Formula:C₂₆H₃₆O₁₁
Molecular Weight:524.565
Hs Code.:

Synonyms:6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

There total 2 articles about 6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl 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: 80.0%

: 4547-43-7
methyl 6-hydroxycaproate

: 173398-22-6
3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl bromide

: 181026-00-6
6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

Guidance literature:: With 1-hexene; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 36h;
DOI:10.1021/jo962300y

Reference yield:

: 173314-28-8
phenyl 3,4,6-tri-O-acetyl-2-O-benzyl-1-thio-α-D-glucopyranoside

: 181026-00-6
6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: bromine / CH₂Cl₂ / 0.08 h / 0 - 23 °C

2: 80 percent / hex-1-ene, ethyldiisopropylamine / CH₂Cl₂ / 36 h / 23 °C

With 1-hexene; bromine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo962300y

Reference yield:

: 181026-00-6
6-((2S,3R,4S,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-benzyloxy-tetrahydro-pyran-2-yloxy)-hexanoic acid methyl ester

: 189144-71-6
C₅₁H₇₀O₂₆

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / H₂, AcOH / Pd-C / ethanol / 24 h / 23 °C / 10343 Torr

2: 1.) Ag₂CO₃, 4 Angstroem molecular sieves, 2.) AgClO₄ / 1) CH₂Cl₂, 23 deg C, 1 h; 2) CH₂Cl₂, 0 deg C, 80 min

3: 86 percent / H₂, AcOH / Pd-C / ethanol / 24 h / 23 °C / 15514.4 Torr

4: 1.) 2,6-di-tert-butyl-4-methylpyridine, 4 Angstroem molecular sieves, 2.) AgOTf / 1) CH₂Cl₂, 23 deg C, 1 h; 2) CH₂Cl₂, 20 min

With 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; hydrogen; silver trifluoromethanesulfonate; silver perchlorate; acetic acid; silver carbonate; palladium on activated charcoal; In ethanol;
DOI:10.1021/jo962300y