1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

Base Information

Chemical Name:1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol
CAS No.:320592-17-4
Molecular Formula:C₁₉H₁₇ClO₄
Molecular Weight:344.795
Hs Code.:

Synonyms:1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

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Chemical Property of 1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

Chemical Property:

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Technology Process of 1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

There total 7 articles about 1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol 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:

: 4-Chloro-benzoic acid (2S,3R,4S,5R)-3-benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-ylmethyl ester

: 320592-17-4
1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 25 ℃;
DOI:10.1021/jo000510b

Reference yield:

: 41546-31-0
L-xylose

: 320592-17-4
1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: CuSO₄; conc, H₂SO₄ / 4 h / 25 °C

1.2: 98 percent / aq. HCl / 1 h / 25 °C

2.1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 87 percent / PDC; Ac₂O / CH₂Cl₂ / 2 h / Heating

4.1: 68 percent / NaBH₄ / ethanol; ethyl acetate / 1 h / 0 °C

5.1: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

6.1: aq. AcOH / 5 h / 100 °C

7.1: 2.55 g / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 25 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; sulfuric acid; iodine; acetic anhydride; sodium hydride; copper(II) sulfate; acetic acid; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo000510b

Reference yield:

: 114861-22-2
1,2-O-isopropylidene-α-L-xylofuranose

: 320592-17-4
1,4-anhydro-5-(p-chlorobenzoyl)-3-O-benzyl-2-deoxy-L-erythro-pent-1-enitol

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 87 percent / PDC; Ac₂O / CH₂Cl₂ / 2 h / Heating

3: 68 percent / NaBH₄ / ethanol; ethyl acetate / 1 h / 0 °C

4: 87 percent / NaH / tetrahydrofuran / 0 - 25 °C

5: aq. AcOH / 5 h / 100 °C

6: 2.55 g / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 25 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; iodine; acetic anhydride; sodium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo000510b