N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

Base Information

Chemical Name:N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol
CAS No.:117383-69-4
Molecular Formula:C₃₂H₃₁NO₅
Molecular Weight:509.602
Hs Code.:

Synonyms:N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

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Chemical Property of N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

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Technology Process of N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

There total 6 articles about N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol 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: 84.0%

: 76-83-5
trityl chloride

: 105878-97-5
(2R,3R,4R)-N-benzyloxycarbonyl-2-(hydroxymethyl)pyrrolidine-3,4-diol

: 117383-69-4
N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1248/cpb.39.2807

Reference yield:

: 108692-47-3
(2R,3R,4R)-2-hydroxymethyl-3,4-dihydro-2H-pyrrole-3,4-diol

: 117383-69-4
N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / H₂ / 10percent Pd-C / H₂O / 4 h / 3040 Torr / Ambient temperature

2: 88 percent / 1N aq. NaOH / 1 h / Ambient temperature

3: 84 percent / 4-dimethylaminopyridine, NEt₃ / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; water;
DOI:10.1248/cpb.39.2807

Reference yield:

: 105879-00-3
3-O-benzyl-5-deoxy-5-trifluoroacetamido-D-glucose

: 117383-69-4
N-benzyloxycarbonyl-1,4-dideoxy-1,4-imino-5-O-triphenylmethyl-D-arabinitol

Guidance literature:: Multi-step reaction with 4 steps

2: H₂ / PtO₂ / 2280 Torr

3: NaOH / H₂O

4: Et₃N, DMAP

With dmap; sodium hydroxide; hydrogen; triethylamine; platinum(IV) oxide; In water;
DOI:10.1016/S0040-4039(00)82028-6