Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

Base Information

Chemical Name:Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside
CAS No.:124780-60-5
Molecular Formula:C₃₃H₄₀N₂O₅S
Molecular Weight:576.757
Hs Code.:

Synonyms:Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

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Chemical Property of Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

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Technology Process of Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

There total 7 articles about Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside 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: 25.0%

: 3908-55-2
Trimethyl(methylthio)silane

: 124780-59-2
1-O-Acetyl-2,3,4-tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-D-erythro-α-D-galacto-octopyranose

: 124780-60-5
Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

: 124915-83-9
Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-β-D-galacto-octopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrachloromethane; for 3h; Heating;
DOI:10.1021/jo00292a044

Reference yield:

: 124780-66-1
methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enopyranoside

: 124780-60-5
Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / Ambient temperature

3: imidazole, NaH / dimethylformamide / 1) 12h, 0 deg C, 2) 48h, r.t.

4: 100 percent / NaH / dimethylformamide / 12 h / Ambient temperature

5: 100 percent / sulfuric acid / -20 - 0 °C

6: 75 percent / trimethylsilyl trifluoromethanesulfonate / CCl₄ / 3 h / Heating

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium hydride; In tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00292a044

Reference yield:

: 124780-55-8
(2S,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2R,3R)-3-methyl-oxiranyl)-tetrahydro-pyran-3-ol

: 124780-60-5
Methyl 2,3,4-Tris-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-1-thio-D-erythro-α-D-galacto-octopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole, NaH / dimethylformamide / 1) 12h, 0 deg C, 2) 48h, r.t.

2: 100 percent / NaH / dimethylformamide / 12 h / Ambient temperature

3: 100 percent / sulfuric acid / -20 - 0 °C

4: 75 percent / trimethylsilyl trifluoromethanesulfonate / CCl₄ / 3 h / Heating

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium hydride; In tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00292a044