N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

Base Information

Chemical Name:N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol
CAS No.:1189331-54-1
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

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Chemical Property of N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

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Technology Process of N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

There total 10 articles about N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol 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: 68.0%

: 100-39-0
benzyl bromide

: 152785-75-6
(3aS,4S,6aR)-tert-butyl 4-(hydroxymethyl)-2,2-dimethyldihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole-5(4H)-carboxylate

: 1189331-54-1
N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydroxide; In water; at 25 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.053

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1189331-54-1
N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 4 steps

1: 20 % Pd(OH)2/C; hydrogen / methanol / 3 h / 20 °C

2: sodium periodate; water / methanol / 1 h / 0 °C / Inert atmosphere

3: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere

4: tetra-(n-butyl)ammonium iodide; sodium hydroxide / water / 5 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; 20 % Pd(OH)2/C; water; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydroxide; In methanol; water;
DOI:10.1016/j.bmc.2011.07.053

Reference yield:

: N-tert-butyloxycarbonyl-1,4-dideoxy-2,3-O-isopropyliden-1,4-imino-D-allitol

: 1189331-54-1
N-tert-butoxycarbonyl-1,4-dideoxy-2,3-O-isopropylidene-5-O-benzyl-1,4-imino-D-ribitol

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate; water / methanol / 1 h / 0 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 1 h / 0 °C / Inert atmosphere

3: tetra-(n-butyl)ammonium iodide; sodium hydroxide / water / 5 h / 25 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; water; tetra-(n-butyl)ammonium iodide; sodium hydroxide; In methanol; water;
DOI:10.1016/j.bmc.2011.07.053