6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

Base Information

Chemical Name:6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal
CAS No.:177723-43-2
Molecular Formula:C₁₈H₂₅N₃O₃S₂
Molecular Weight:395.547
Hs Code.:

Synonyms:6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

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Chemical Property of 6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

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Technology Process of 6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

There total 7 articles about 6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal 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: 100.0%

: 108-24-7
acetic anhydride

: 135103-82-1
6-azido-2,3,6-trideoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

: 177723-43-2
6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

Guidance literature:: With pyridine; for 12h;
DOI:10.1016/S0040-4039(00)85991-2 DOI:10.1080/00397919608003563

Reference yield:

: 135103-81-0
ethyl 6-azido-2,3,6-trideoxy-4-O-(phenylmethyl)-α-D-erythro-hexopyranoside

: 177723-43-2
6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 0.75 h

2: 100 percent / pyridine / 12 h

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1080/00397919608003563

Reference yield:

: 177723-40-9
ethyl 6-azido-2,3,6-trideoxy-α-D-erythro-hexopyranoside

: 177723-43-2
6-azido-2,3,6-trideoxy-5-acetoxy-4-O-(phenylmethyl)-D-erythro-hexose-(propane-1,3-diyl)dithioacetal

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) Bu₄NI / 1.) THF, paraffin oil, 15 min, 2.) THF, paraffin oil, room temperature, 2 h

2: 80 percent / BF₃*Et₂O / CH₂Cl₂ / 0.75 h

3: 100 percent / pyridine / 12 h

With pyridine; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane;
DOI:10.1080/00397919608003563