6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

Base Information

Chemical Name:6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride
CAS No.:475650-94-3
Molecular Formula:C₁₈H₂₂FN₃O₅
Molecular Weight:379.388
Hs Code.:

Synonyms:6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

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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 6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

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Technology Process of 6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

There total 9 articles about 6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride 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: 75.0%

: 6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranose

: 475650-94-3
6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0960-894X(02)00301-3

Reference yield:

: 100-39-0
benzyl bromide

: 475650-94-3
6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / NaH / dimethylformamide / 3 h / 20 °C

2.1: H₂SO₄; AcOH / 0.25 h / 0 °C

2.2: benzylamine / diethyl ether / 2 h / 20 °C

3.1: DAST / CH₂Cl₂ / 0 - 20 °C

With sulfuric acid; sodium hydride; acetic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo034213t

Reference yield:

: 13265-84-4
D-glucal

: 475650-94-3
6-O-acetyl-4-O-allyl-2-azido-3-O-benzyl-2-deoxy-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 6 steps

1.1: bis(tributylstannyl) oxide; molecular sieves 3 Angstroem / acetonitrile / 3 h / Heating

1.2: 73 percent / iodine / acetonitrile / 1.5 h / 20 °C

2.1: 70 percent / NaH / dimethylformamide / 3 h / 20 °C

3.1: 78 percent / sodium azide / dimethylformamide; H₂O / 120 °C

4.1: 80 percent / NaH / dimethylformamide / 3 h / 20 °C

5.1: H₂SO₄; AcOH / 0.25 h / 0 °C

5.2: benzylamine / diethyl ether / 2 h / 20 °C

6.1: DAST / CH₂Cl₂ / 0 - 20 °C

With sodium azide; 3 A molecular sieve; sulfuric acid; sodium hydride; acetic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; bis(tri-n-butyltin)oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo034213t