(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester
CAS No.:922173-27-1
Molecular Formula:C₂₉H₃₃NO₁₅
Molecular Weight:635.579
Hs Code.:

Synonyms:(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Suppliers and Price of (2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl 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 (2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

There total 7 articles about (2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl 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: 81.0%

: 922173-25-9
(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyloxy]-tetrahydro-pyran-2-carboxylic acid allyl ester

: 922173-27-1
(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1021/jo0612675

Reference yield:

: 619-73-8
4-nitrobenzyl chloride

: 922173-27-1
(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / imidazole / dimethylformamide / 2 h / 20 °C

2: 84 percent / ammonium formate / Pd/C / ethanol / 5 h / 20 °C

3: 86 percent / triethylamine / toluene / 3 h / 70 °C

4: 69 percent / triethylamine / toluene / 1.5 h / 0 °C

5: 81 percent / acetic acid; TBAF / tetrahydrofuran / 20 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; ammonium formate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0612675

Reference yield:

: 135605-97-9
tert-butyldimethyl-4-nitrobenzyloxysilane

: 922173-27-1
(2S,3S,4S,5R,6S)-3,4,5-Tris-allyloxycarbonyloxy-6-(4-hydroxymethyl-phenylcarbamoyloxy)-tetrahydro-pyran-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / ammonium formate / Pd/C / ethanol / 5 h / 20 °C

2: 86 percent / triethylamine / toluene / 3 h / 70 °C

3: 69 percent / triethylamine / toluene / 1.5 h / 0 °C

4: 81 percent / acetic acid; TBAF / tetrahydrofuran / 20 h / 20 °C

With tetrabutyl ammonium fluoride; ammonium formate; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jo0612675