Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester
CAS No.:511274-75-2
Molecular Formula:C₂₈H₄₀O₇
Molecular Weight:488.621
Hs Code.:

Synonyms:Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

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Technology Process of Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

There total 7 articles about Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-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: 80.0%

: 511274-72-9
(2R,3R,4S,5S,6S)-2-Hydroxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-ol

: 21430-12-6
6-heptenoyl chloride

: 511274-75-2
Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 - 20 ℃; for 18h;
DOI:10.1021/jo051021k

Reference yield:

: 511274-41-2
(2R,4aR,6S,7S,8R,8aR)-7,8-Dimethoxy-2,6-diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 511274-75-2
Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / 10-camphorsulfonic acid / methanol / 3 h / 20 °C

2: 80 percent / pyridine; DMAP / CH₂Cl₂ / 18 h / 0 - 20 °C

With pyridine; dmap; (1S)-10-camphorsulfonic acid; In methanol; dichloromethane;
DOI:10.1021/jo051021k

Reference yield:

: 511274-47-8
(2R,4aR,6S,7R,8R,8aS)-2,6-Diphenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 511274-75-2
Hept-6-enoic acid (2R,3R,4R,5S,6S)-2-hept-6-enoyloxymethyl-4,5-dimethoxy-6-phenyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaH / various solvent(s); 1,2-dimethoxy-ethane / 2 h

2: 88 percent / 10-camphorsulfonic acid / methanol / 3 h / 20 °C

3: 80 percent / pyridine; DMAP / CH₂Cl₂ / 18 h / 0 - 20 °C

With pyridine; dmap; (1S)-10-camphorsulfonic acid; sodium hydride; In methanol; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo051021k