1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Base Information

Chemical Name:1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol
CAS No.:233255-58-8
Molecular Formula:C₃₃H₃₉NO₆
Molecular Weight:545.676
Hs Code.:

Synonyms:1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

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Chemical Property of 1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

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Technology Process of 1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

There total 8 articles about 1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-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: 65.0%

: 29601-98-7
N-benzylhydroxylamine hydrochloride

: 233255-57-7
(2S,3S)-3-Benzyloxy-3-[(4S,5R)-5-((R)-1-benzyloxy-allyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-methoxy-propionaldehyde

: 233255-58-8
1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Guidance literature:: With pyridine; In dichloromethane; for 12h; Heating;
DOI:10.1016/S0040-4039(99)00769-8

Reference yield:

: 200339-66-8
(4R,5S)-4-((R)-1-Benzyloxy-allyl)-5-[(R)-benzyloxy-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-2,2-dimethyl-[1,3]dioxolane

: 233255-58-8
1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Guidance literature:: Multi-step reaction with 6 steps

1: 20 percent / AcOH; H₂O / 20 °C

2: 99 percent / 4-dimethylaminopyridine / pyridine / 24 h / 20 °C

3: 74 percent / NaH; Bu₄NI / tetrahydrofuran / 15 h / 20 °C

4: 92 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

5: 93 percent / PCC; AcONa; molecular sieves / CH₂Cl₂ / 4 h / 20 °C

6: 65 percent / pyridine / CH₂Cl₂ / 12 h / Heating

With pyridine; dmap; molecular sieve; tetrabutyl ammonium fluoride; water; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1081/CAR-120004333

Reference yield:

: 233255-54-4
7,8-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

: 233255-58-8
1,7,8-trideoxy-2-O-methyl-1-[oxido(phenylmethyl)imino]-4,5-O-(1-methylethylidene)-3,6-bis-O-(phenylmethyl)-D-glycero-D-manno-oct-7-enitol

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / NaH; Bu₄NI / tetrahydrofuran / 15 h / 20 °C

2: 92 percent / TBAF / tetrahydrofuran / 24 h / 20 °C

3: 93 percent / PCC; AcONa; molecular sieves / CH₂Cl₂ / 4 h / 20 °C

4: 65 percent / pyridine / CH₂Cl₂ / 12 h / Heating

With pyridine; molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1081/CAR-120004333