3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

Base Information

Chemical Name:3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole
CAS No.:869500-97-0
Molecular Formula:C₃₈H₃₈N₂O₄S₂
Molecular Weight:650.863
Hs Code.:

Synonyms:3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

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Chemical Property of 3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

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Technology Process of 3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

There total 6 articles about 3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole 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:

: Trifluoro-methanesulfonate3-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-benzothiazol-3-ium;

: 3034-53-5,215777-74-5
2-bromo-1,3-thiazole

: 869500-97-0
3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

Guidance literature:: 2-bromo-1,3-thiazole; With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 2h;

Trifluoro-methanesulfonate3-methyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-benzothiazol-3-ium;; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 0.5h;
DOI:10.1021/jo051377w

Reference yield:

: 869500-65-2
2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)benzothiazole

: 869500-97-0
3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: 150 mg / acetonitrile / 0.25 h / 20 °C

2.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C

2.2: tetrahydrofuran; diethyl ether / 0.5 h / 0 - 20 °C

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1021/jo051377w

Reference yield:

: 869500-63-0
(2S,3S,4R,5R,6S)-2-Benzothiazol-2-yl-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-ol

: 869500-97-0
3-Methyl-2-thiazol-2-yl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzothiazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.02 g / triethylamine / CH₂Cl₂ / 48 h / 20 °C

2.1: 88 percent / trimethylsilyl trifluoromethanesulfonate; triethylsilane / CH₂Cl₂ / 1 h / 20 °C

3.1: 150 mg / acetonitrile / 0.25 h / 20 °C

4.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 2 h / 0 - 20 °C

4.2: tetrahydrofuran; diethyl ether / 0.5 h / 0 - 20 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo051377w