3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose

Base Information

Chemical Name:3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose
CAS No.:216976-57-7
Molecular Formula:C₁₅H₁₉N₃O₄
Molecular Weight:305.334
Hs Code.:
DSSTox Substance ID:DTXSID901138112

Synonyms:DTXSID901138112;216976-57-7

Suppliers and Price of 3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose

Supply Marketing:

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

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Chemical Property of 3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose

Chemical Property:

XLogP3:2.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:305.13755610
Heavy Atom Count:22
Complexity:433

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(OC2C(C(OC2O1)COCC3=CC=CC=C3)N=[N+]=[N-])C
Isomeric SMILES:CC1(O[C@@H]2[C@@H]([C@H](O[C@@H]2O1)COCC3=CC=CC=C3)N=[N+]=[N-])C

Technology Process of 3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose

There total 8 articles about 3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-5-O-(phenylmethyl)-alpha-D-ribofuranose 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: 44.0%

: 5-O-benzyl-3-O-trifluoromethanesulfonyl-1,2-O-isopropylidene-α-D-xylofuranose

: 216976-57-7
3-azido-3-deoxy-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: With trimethylsilylazide; lithium fluoride; In N,N-dimethyl-formamide; for 5h;
DOI:10.1039/b710231c

Reference yield:

: C₁₄H₁₅F₃O₉S

: 216976-57-7
3-azido-3-deoxy-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1002/asia.201500765

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 216976-57-7
3-azido-3-deoxy-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / H₂SO₄ / 3 h / Ambient temperature

2: 60 percent / imidazole / pentane / 3 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 0.25 h / -10 °C

4: 56 percent / NaN₃ / pyridine / 120 h / Ambient temperature

5: 95 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

6: 1.) NaH / 1.) THF, 65 deg C, 2.) room temperature, overnight

With pyridine; 1H-imidazole; sodium azide; sulfuric acid; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane; pentane;
DOI:10.1016/S0040-4020(98)00819-9