1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

Base Information

Chemical Name:1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol
CAS No.:155688-54-3
Molecular Formula:C₂₁H₃₂N₂O₅
Molecular Weight:392.495
Hs Code.:

Synonyms:1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

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Chemical Property of 1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

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Technology Process of 1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

There total 3 articles about 1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol 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: 79.0%

: 5,6-anhidro-N-(tert-butoxycarbonyl)-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-mannitol

: 100-46-9
benzylamine

: 155688-54-3
1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

Guidance literature:: With ruthenium(IV) oxide; lithium perchlorate; In acetonitrile; 1.) 48 deg C, 5 h; 2.) 52 deg C, 3.5 h + 2.5 h; 3.) r.t.;
DOI:10.1016/S0040-4020(01)80815-2

Reference yield:

: 100806-48-2
(1R,5S,6R,1'S)-7-tert-butoxycarbonyl-6-1',2'-dihydroxyethyl-3,3-dimethyl-2,4-dioxa-7-azabicyclo<3.3.0>octane

: 155688-54-3
1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine / 20.5 h / -20 °C

2: 92 percent / CH₃ONa / methanol / 16 h

3: 79 percent / LiClO₄, RuO₂*H₂O / acetonitrile / 1.) 48 deg C, 5 h; 2.) 52 deg C, 3.5 h + 2.5 h; 3.) r.t.

With pyridine; ruthenium(IV) oxide; sodium methylate; lithium perchlorate; In methanol; acetonitrile;
DOI:10.1016/S0040-4020(01)80815-2

Reference yield:

: 155688-52-1
(3aS,4R,6aR)-4-((S)-1-Hydroxy-2-methanesulfonyloxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

: 155688-54-3
1,4,6-trideoxy-1,4-(tert-butoxycarbonyl)imino-2,3-O-isopropylidene-6-((phenylmethyl)amino)-D-mannitol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / CH₃ONa / methanol / 16 h

2: 79 percent / LiClO₄, RuO₂*H₂O / acetonitrile / 1.) 48 deg C, 5 h; 2.) 52 deg C, 3.5 h + 2.5 h; 3.) r.t.

With ruthenium(IV) oxide; sodium methylate; lithium perchlorate; In methanol; acetonitrile;
DOI:10.1016/S0040-4020(01)80815-2