(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Base Information

Chemical Name:(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane
CAS No.:175786-76-2
Molecular Formula:C₅₅H₅₅N₃O₉
Molecular Weight:902.056
Hs Code.:

(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Synonyms:(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Suppliers and Price of (1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

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 (1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

There total 9 articles about (1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane 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: 94.0%

: 100-39-0
benzyl bromide

: 143921-44-2
4-O-(3-O-allyl-2,4-di-O-benzyl-6-O-triphenylmethyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 175786-76-2
(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1246/bcsj.69.411

Reference yield:

: 76-83-5
trityl chloride

: 175786-76-2
(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) 4-dimethylaminopyridine, pyridine, 2.) Ac₂O, pyridine, 3.) NaOMe/MeOH

2: 1.) dibutyltin oxide / 1.) toluene, 140 deg C, 4 h, 2.) toluene, 80 deg C, 5 h

3: 73 percent / pyridine / 16 h / Ambient temperature

4: 92 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / Ambient temperature

5: 94 percent / NaH / dimethylformamide / 42 h / Ambient temperature

6: 77 percent / CsF, NaN₃ / dimethylformamide / 15 h / 120 °C

7: 94 percent / NaH / dimethylformamide / Ambient temperature

With pyridine; methanol; dmap; sodium hydroxide; sodium azide; sodium methylate; acetic anhydride; sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.69.411

Reference yield:

: 100-39-0
benzyl bromide

: 175786-76-2
(1R,2S,3R,4R,5R)-2-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / NaH / dimethylformamide / 42 h / Ambient temperature

2: 77 percent / CsF, NaN₃ / dimethylformamide / 15 h / 120 °C

3: 94 percent / NaH / dimethylformamide / Ambient temperature

With sodium azide; sodium hydride; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1246/bcsj.69.411