(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

Base Information

Chemical Name:(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester
CAS No.:157459-93-3
Molecular Formula:C₄₂H₅₆O₉
Molecular Weight:704.901
Hs Code.:

Synonyms:(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

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Chemical Property of (R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

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Technology Process of (R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

There total 6 articles about (R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic 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: 73.0%

: 76835-66-0,85464-97-7
(R)-β-hydroxydodecanoic acid methyl ester

: 157543-64-1
2,3,4-tri-O-benzyl-6-O-acetyl-α-D-galactopyranosyl chloride

: 157459-93-3
(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

: (R)-3-((2S,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

Guidance literature:: With 2-methyl-but-2-ene; 4 A molecular sieve; zinc(II) p-tert-butylbenzoate; In dichloromethane; for 2.5h; Heating;
DOI:10.1016/S0040-4039(00)76898-5

Reference yield:

: 76835-64-8
methyl 3-oxododecanoate

: 157459-93-3
(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / RuCl₂<(R)-BINAP> / methanol / 40 h / 76000 Torr / Ambient temperature

2: 73 percent / molecular sieves 4A, 2-methyl-2-butene / zinc-p-tert-butylbenzoate / CH₂Cl₂ / 2.5 h / Ambient temperature

With 2-methyl-but-2-ene; 4 A molecular sieve; hydrogen; RuCl₂[(R)-BINAP]; zinc(II) p-tert-butylbenzoate; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)76898-5

Reference yield:

: 2771-55-3
2,3,4-tri-O-benzyl-D-galactopyranoside

: 157459-93-3
(R)-3-((2R,3R,4S,5S,6R)-6-Acetoxymethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yloxy)-dodecanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine

2: piperidine

3: SOCl₂ / dimethylformamide

4: 73 percent / molecular sieves 4A, 2-methyl-2-butene / zinc-p-tert-butylbenzoate / CH₂Cl₂ / 2.5 h / Ambient temperature

With piperidine; pyridine; thionyl chloride; 2-methyl-but-2-ene; 4 A molecular sieve; zinc(II) p-tert-butylbenzoate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)76898-5