Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester
CAS No.:1027603-80-0
Molecular Formula:C₂₉H₃₁NO₈
Molecular Weight:521.567
Hs Code.:

Synonyms:Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Suppliers and Price of Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

There total 7 articles about Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-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: 87.0%

: 108-24-7
acetic anhydride

: 163040-76-4
2-[(1S,2S,3S,4R,5R)-3-Benzyloxy-2-(2-methyl-allyl)-6,8-dioxa-bicyclo[3.2.1]oct-4-yl]-isoindole-1,3-dione

: 1027603-80-0
Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; for 0.0833333h; Ambient temperature;
DOI:10.1021/jo00112a040

Reference yield:

: 6167-32-4
1,6:3,4-dianhydro-2-O-tosyl-D-galactose

: 1027603-80-0
Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) CuI / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 30 min

2: NaH, imidazole / tetrahydrofuran / 0.5 h / 0 °C

3: NaN₃, n-tetrabutylammonium iodide / 1,2-dimethoxy-ethane; 2-methoxy-ethanol; H₂O / 72 h / 120 °C

4: 1.) NaH, imidazole, 2.) n-tetrabutylammonium iodide / 1.) THF, DMF, 0 deg C, 2.) r.t., 4 h

5: H₂ / Lindlar catalyst / ethanol / 24 h / 760 Torr / Ambient temperature

6: 1.) pyridine, 2.) Ac₂O / 1.) 90 deg C, 1 h, 2.) 90 deg C, 2 h

7: 87 percent / BF₃*Et₂O / 0.08 h / Ambient temperature

With pyridine; 1H-imidazole; copper(l) iodide; sodium azide; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; 2-methoxy-ethanol; water;
DOI:10.1021/jo00112a040

Reference yield:

: 110104-41-1
(1S,2S,3S,4R,5R)-2-(2-Methyl-2-propenyl)-4-(p-toluenesulfonyl)oxy-6,8-dioxabicyclo<3.2.1>octan-3-ol

: 1027603-80-0
Acetic acid (2S,3R,4S,5S,6S)-6-acetoxymethyl-4-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(2-methyl-allyl)-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: NaH, imidazole / tetrahydrofuran / 0.5 h / 0 °C

2: NaN₃, n-tetrabutylammonium iodide / 1,2-dimethoxy-ethane; 2-methoxy-ethanol; H₂O / 72 h / 120 °C

3: 1.) NaH, imidazole, 2.) n-tetrabutylammonium iodide / 1.) THF, DMF, 0 deg C, 2.) r.t., 4 h

4: H₂ / Lindlar catalyst / ethanol / 24 h / 760 Torr / Ambient temperature

5: 1.) pyridine, 2.) Ac₂O / 1.) 90 deg C, 1 h, 2.) 90 deg C, 2 h

6: 87 percent / BF₃*Et₂O / 0.08 h / Ambient temperature

With pyridine; 1H-imidazole; sodium azide; boron trifluoride diethyl etherate; hydrogen; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; Lindlar's catalyst; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; 2-methoxy-ethanol; water;
DOI:10.1021/jo00112a040