p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

Base Information

Chemical Name:p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside
CAS No.:596847-24-4
Molecular Formula:C₁₈H₂₂IN₃O₆
Molecular Weight:503.294
Hs Code.:

Synonyms:p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

Suppliers and Price of p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

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

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Chemical Property of p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

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Technology Process of p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

There total 8 articles about p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside 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: 86.0%

: 272122-69-7
p-iodophenyl 3-O-allyl-2-O-propionyl-6-O-(m-trifluoromethyl)benzenesulfonyl-β-D-glucopyranoside

: 596847-24-4
p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 - 65 ℃; for 1h;
DOI:10.1021/jm0205853

Reference yield:

: 39698-00-5
acetyl 2,4,6-tri-O-acetyl-3-O-allyl-β-D-glucopyranoside

: 596847-24-4
p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: HBr; AcOH / CH₂Cl₂ / 0.33 h / 0 °C

2: 2.84 g / SnCl₄ / CH₂Cl₂ / 0 - 20 °C

3: NaOMe; MeOH / 2 h / pH 9

4: 434 mg / HBF₄ / dimethylformamide; diethyl ether / 20 °C

5: 96 percent / pyridine / 20 °C

6: 98 percent / aq. TFA / tetrahydrofuran / 2 h / 85 °C

7: 95 percent / pyridine; DMAP / 0 - 20 °C

8: 86 percent / NaN₃ / dimethylformamide / 1 h / 60 - 65 °C

With pyridine; methanol; dmap; tetrafluoroboric acid; sodium azide; hydrogen bromide; sodium methylate; tin(IV) chloride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205853

Reference yield:

: 272123-08-7
p-iodophenyl 3-O-allyl-β-D-glucopyranoside

: 596847-24-4
p-iodophenyl 3-O-allyl-6-azido-6-deoxy-2-O-propionyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 434 mg / HBF₄ / dimethylformamide; diethyl ether / 20 °C

2: 96 percent / pyridine / 20 °C

3: 98 percent / aq. TFA / tetrahydrofuran / 2 h / 85 °C

4: 95 percent / pyridine; DMAP / 0 - 20 °C

5: 86 percent / NaN₃ / dimethylformamide / 1 h / 60 - 65 °C

With pyridine; dmap; tetrafluoroboric acid; sodium azide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/jm0205853