ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

Base Information

Chemical Name:ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal
CAS No.:880883-40-9
Molecular Formula:C₃₄H₄₂O₇S₂
Molecular Weight:626.835
Hs Code.:

Synonyms:ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

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Chemical Property of ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

Chemical Property:

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Technology Process of ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

There total 7 articles about ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal 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:

: 880883-39-6
2-[(2R,3R)-2,3-Bis-benzyloxy-3-((4R,5R)-5-benzyloxy-2-phenyl-[1,3]dioxan-4-yl)-propyl]-[1,3]dithiane-2-carboxylic acid ethyl ester

: 880883-40-9
ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 0 ℃; for 12h;
DOI:10.1002/anie.200503299

Reference yield:

: 2,3-di-O-benzyl-4,6-O-benzylidene-D-mannitol

: 880883-40-9
ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / CH₂Cl₂ / 12 h / 20 °C

2.1: aq. NaOH; tetrabutylammonium sulfate / tetrahydrofuran / 24 h / 20 °C

3.1: 321 mg / camphorsulfonic acid / methanol; tetrahydrofuran / 6 h / 20 °C

4.1: 82 percent / imidazole; Ph₃P; I₂ / 0.25 h / 20 °C

5.1: NaH; tert-BuOH / dimethylformamide / 0 °C

5.2: dimethylformamide / 1 h / 20 °C

6.1: 545 mg / CSA / methanol / 12 h / 0 °C

With pyridine; 1H-imidazole; sodium hydroxide; camphor-10-sulfonic acid; iodine; sodium hydride; tetrabutylammonium sulfate; triphenylphosphine; tert-butyl alcohol; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503299

Reference yield:

: 2,3,5-tri-O-benzyl-4,6-O-benzylidene-D-mannitol

: 880883-40-9
ethyl 4,5,7-tri-O-benzyl-3-deoxy-D-manno-2-octonate 1,3-propylene dithioketal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 82 percent / imidazole; Ph₃P; I₂ / 0.25 h / 20 °C

2.1: NaH; tert-BuOH / dimethylformamide / 0 °C

2.2: dimethylformamide / 1 h / 20 °C

3.1: 545 mg / CSA / methanol / 12 h / 0 °C

With 1H-imidazole; camphor-10-sulfonic acid; iodine; sodium hydride; triphenylphosphine; tert-butyl alcohol; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/anie.200503299