1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

Base Information

Chemical Name:1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol
CAS No.:903525-34-8
Molecular Formula:C₂₉H₃₃BrO₃S
Molecular Weight:541.549
Hs Code.:

Synonyms:1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

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Chemical Property of 1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

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Technology Process of 1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

There total 6 articles about 1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol 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:

: Methanesulfonic acid (R)-4-benzyloxy-4-((2R,3R,4S)-3,4-bis-benzyloxy-tetrahydro-thiophen-2-yl)-butyl ester

: 903525-34-8
1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

Guidance literature:: With lithium bromide; In tetrahydrofuran; for 2h; Heating;
DOI:10.1016/j.carres.2006.04.009

Reference yield:

: 1,4-anhydro-6,7-dideoxy-2,3-di-O-benzyl-4-thio-7-(1',3'-dioxan-2'-yl)-(D-manno/D-talo/L-allo)-heptitol

: 903525-34-8
1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / NaH / dimethylformamide / 2 h / 20 °C

2: AcOH / H₂O; H₂SO₄; dioxane / 20 h / 20 °C

3: 86 mg / NaBH₄ / aq. ethanol / 1 h / cooling

4: pyridine / 2 h / 0 °C

5: 61 mg / LiBr / tetrahydrofuran / 2 h / Heating

With sodium tetrahydroborate; sodium hydride; acetic acid; lithium bromide; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; sulfuric acid; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2006.04.009

Reference yield:

: (R)-4-Benzyloxy-4-((2R,3R,4S)-3,4-bis-benzyloxy-tetrahydro-thiophen-2-yl)-butyraldehyde

: 903525-34-8
1,4-anhydro-8-bromo-6,7,8-trideoxy-2,3,5-tri-O-benzyl-4-thio-D-manno-octitol

Guidance literature:: Multi-step reaction with 3 steps

1: 86 mg / NaBH₄ / aq. ethanol / 1 h / cooling

2: pyridine / 2 h / 0 °C

3: 61 mg / LiBr / tetrahydrofuran / 2 h / Heating

With sodium tetrahydroborate; lithium bromide; In tetrahydrofuran; pyridine; ethanol;
DOI:10.1016/j.carres.2006.04.009