6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

Base Information

Chemical Name:6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose
CAS No.:426824-68-2
Molecular Formula:C₂₉H₃₀N₂O₆S
Molecular Weight:534.633
Hs Code.:

Synonyms:6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

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Chemical Property of 6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

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Technology Process of 6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

There total 9 articles about 6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose 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: 34.0%

: 613234-38-1
1,3-di-O-benzyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)-5-O-triphenylmethyl-L-gulo-pentitol

: 1939-99-7
benzenesulfonyl chloride

: 426824-68-2
6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

: 426824-67-1
1,3-di-O-benzyl-2,4-di-O-phenylmethanesulphonyl-1-[1H-imidazol-4⁽⁵⁾-yl]-L-gulo-pentitol

Guidance literature:: 1,3-di-O-benzyl-1-(1-triphenylmethyl-1H-imidazol-4-yl)-5-O-triphenylmethyl-L-gulo-pentitol; benzenesulfonyl chloride; With pyridine; at -30 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; for 1.25h; Heating;
DOI:10.1016/S0040-4020(03)01055-X

Reference yield:

: 100-39-0
benzyl bromide

: 426824-68-2
6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 20 °C

2: HCl / tetrahydrofuran; H₂O / Heating

3: 87 percent / NaBH₄ / methanol / 0 - 25 °C

4: 48 percent / pyridine; DMAP / 80 °C

5: pyridine / -30 - 20 °C

6: HCl / tetrahydrofuran; H₂O / Heating

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium hydride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)02320-6

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 426824-68-2
6,8-di-O-benzyl-7-O-phenylmethanesulphonyl-imidazolo[1,5]-D-manno-piperidinose

Guidance literature:: Multi-step reaction with 7 steps

1: BuLi / tetrahydrofuran / -70 °C

2: NaH / dimethylformamide / 20 °C

3: HCl / tetrahydrofuran; H₂O / Heating

4: 87 percent / NaBH₄ / methanol / 0 - 25 °C

5: 48 percent / pyridine; DMAP / 80 °C

6: pyridine / -30 - 20 °C

7: HCl / tetrahydrofuran; H₂O / Heating

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; n-butyllithium; sodium hydride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1: Kurihara procedure;
DOI:10.1016/S0040-4039(01)02320-6