L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone

Base Information

Chemical Name:L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone
CAS No.:76512-86-2
Molecular Formula:C₁₃H₁₅NO₄
Molecular Weight:249.266
Hs Code.:
DSSTox Substance ID:DTXSID501172180

Synonyms:DTXSID501172180;L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone;76512-86-2

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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 L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone

Chemical Property:

XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:249.10010796
Heavy Atom Count:18
Complexity:325

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C1C(CC(=O)O1)NC(=O)C2=CC=CC=C2)O
Isomeric SMILES:C[C@@H]([C@H]1[C@@H](CC(=O)O1)NC(=O)C2=CC=CC=C2)O

Technology Process of L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone

There total 24 articles about L-ribo-Hexonic acid, 3-(benzoylamino)-2,3,6-trideoxy-, gamma-lactone 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: 80.0%

: 98-88-4
benzoyl chloride

: 761362-01-0,764595-36-0
(4R,5R)-4-Amino-5-((S)-1-hydroxy-ethyl)-dihydro-furan-2-one

: 76512-86-2
3-benzoylamino-2,3,6-trideoxyhexono-L-ribo-γ-lactone

Guidance literature:: With pyridine; triethylamine; In methanol; dichloromethane; at 23 ℃; for 2h;
DOI:10.3891/acta.chem.scand.39b-0589

Reference yield: 75.0%

: 76512-85-1
Methanesulfonic acid (2S,3S,4R)-4-benzoylamino-2-methyl-6-oxo-tetrahydro-pyran-3-yl ester

: 76512-86-2
3-benzoylamino-2,3,6-trideoxyhexono-L-ribo-γ-lactone

Guidance literature:: With sodium acetate; In water; Heating;
DOI:10.1016/0040-4039(80)88019-1

Reference yield:

: 108868-18-4
(4R,5S)-methyl 5-<(carbamoyl)oxy>-4-hydroxy-2-hexynoate

: 76512-86-2
3-benzoylamino-2,3,6-trideoxyhexono-L-ribo-γ-lactone

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / imidazole / dimethylformamide / 1.5 h / Ambient temperature

2: 97 percent / H₂ / 5percent Pd on CaCO₃ poisoned with lead / methanol / 0.17 h / 760 Torr / Ambient temperature

3: 94 percent / tert-BuOK / tetrahydrofuran / 0.33 h / 0 °C

4: 1.) 1N aq. NaOH, 2.) NaHCO₃ / 1.) EtOH, 60 deg C, 12 h, 2.) EtOH, acetone, RT, 2 h

With 1H-imidazole; sodium hydroxide; potassium tert-butylate; hydrogen; sodium hydrogencarbonate; Lindlar catalyst; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo00391a032