alpha-L-Idopyranuronic acid, 1-deoxy-1-fluoro-5-C-fluoro- (9CI)

Base Information

Chemical Name:alpha-L-Idopyranuronic acid, 1-deoxy-1-fluoro-5-C-fluoro- (9CI)
CAS No.:574752-49-1
Molecular Formula:C₆H₈F₂O₆
Molecular Weight:214.123
Hs Code.:
Mol file:574752-49-1.mol

Synonyms:

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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 alpha-L-Idopyranuronic acid, 1-deoxy-1-fluoro-5-C-fluoro- (9CI)

Chemical Property:

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Technology Process of alpha-L-Idopyranuronic acid, 1-deoxy-1-fluoro-5-C-fluoro- (9CI)

There total 7 articles about alpha-L-Idopyranuronic acid, 1-deoxy-1-fluoro-5-C-fluoro- (9CI) 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: 85.0%

: 374105-92-7
(5-fluoro-2,3,4-tri-O-acetyl-β-D-glucopyranosyl fluoride)uronic acid

: 574752-49-1
(5-fluoro-β-D-glucopyranosyl fluoride)uronic acid

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 0.5h;
DOI:10.1139/cjc-79-5-6-510

Reference yield:

: 6556-12-3,489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7
D-glucuronic acid

: 574752-49-1
(5-fluoro-β-D-glucopyranosyl fluoride)uronic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: 62 percent / H₂SO₄ / acetonitrile / 16 h / 20 °C

2.1: hydrazine acetate / dimethylformamide / Heating

2.2: 47 percent / Et₃N / ethyl acetate / 20 °C

3.1: 56 percent / DAST / CH₂Cl₂

4.1: 43 percent / N-bromosuccinimide / CCl₄ / 2 h / Irradiation

5.1: 12 percent / AgBF₄ / diethyl ether / 1 h / 20 °C

6.1: 90 percent / H₂ / Pd/C / methanol; H₂O / 1 h / 20 °C

7.1: 85 percent / NH₃ / methanol / 0.5 h / 20 °C

With N-Bromosuccinimide; silver tetrafluoroborate; sulfuric acid; ammonia; hydrogen; hydrazinium monoacetate; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium on activated charcoal; In methanol; tetrachloromethane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1139/cjc-79-5-6-510

Reference yield:

: 374105-88-1
phenacyl (2,3,4-tri-O-acetyl-β-D-glucopyranosyl fluoride)uronate

: 574752-49-1
(5-fluoro-β-D-glucopyranosyl fluoride)uronic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 43 percent / N-bromosuccinimide / CCl₄ / 2 h / Irradiation

2: 12 percent / AgBF₄ / diethyl ether / 1 h / 20 °C

3: 90 percent / H₂ / Pd/C / methanol; H₂O / 1 h / 20 °C

4: 85 percent / NH₃ / methanol / 0.5 h / 20 °C

With N-Bromosuccinimide; silver tetrafluoroborate; ammonia; hydrogen; palladium on activated charcoal; In methanol; tetrachloromethane; diethyl ether; water;
DOI:10.1139/cjc-79-5-6-510