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

Base Information

Chemical Name:[(2R,3S,4S,5R,6S)-4-Allyloxy-6-((1R,2S,3R,4R,5R)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,5-bis-benzyloxy-tetrahydro-pyran-2-yl]-methanol
CAS No.:175786-77-3
Molecular Formula:C₃₆H₄₁N₃O₉
Molecular Weight:659.736
Hs Code.:

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

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

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 9 articles about [(2R,3S,4S,5R,6S)-4-Allyloxy-6-((1R,2S,3R,4R,5R)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,5-bis-benzyloxy-tetrahydro-pyran-2-yl]-methanol 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: 98.0%

: 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

: 175786-77-3
[(2R,3S,4S,5R,6S)-4-Allyloxy-6-((1R,2S,3R,4R,5R)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,5-bis-benzyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: With acetic acid; at 70 ℃; for 1h;
DOI:10.1246/bcsj.69.411

Reference yield:

: 100-39-0
benzyl bromide

: 175786-77-3
[(2R,3S,4S,5R,6S)-4-Allyloxy-6-((1R,2S,3R,4R,5R)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,5-bis-benzyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 4 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

4: 98 percent / 90percent aq. AcOH / 1 h / 70 °C

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

Reference yield:

: 73139-43-2
4-O-(6-O-triphenylmethyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-β-D-glucopyranose

: 175786-77-3
[(2R,3S,4S,5R,6S)-4-Allyloxy-6-((1R,2S,3R,4R,5R)-4-azido-3-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-3,5-bis-benzyloxy-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 7 steps

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

2: 73 percent / pyridine / 16 h / Ambient temperature

3: 92 percent / 1 M aq. NaOH / methanol; tetrahydrofuran / Ambient temperature

4: 94 percent / NaH / dimethylformamide / 42 h / Ambient temperature

5: 77 percent / CsF, NaN₃ / dimethylformamide / 15 h / 120 °C

6: 94 percent / NaH / dimethylformamide / Ambient temperature

7: 98 percent / 90percent aq. AcOH / 1 h / 70 °C

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