N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol
CAS No.:634583-86-1
Molecular Formula:C₂₀H₃₀N₂O₄
Molecular Weight:362.469
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

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Chemical Property of N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

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Technology Process of N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

There total 1 articles about N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol 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: 77.0%

: 100-46-9
benzylamine

: 4-formyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester

: 634583-86-1
N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2003.09.020

Reference yield: 100.0%

: 634583-86-1
N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

: 653571-07-4
(2S,3R,4S)-2-(Benzylamino-methyl)-pyrrolidine-3,4-diol

Guidance literature:: With trifluoroacetic acid; In water; at 20 ℃; for 2h;
DOI:10.1016/j.bmc.2003.09.020

Reference yield:

: 634583-86-1
N-(tert-butoxycarbonyl)-(2S,3R,4S)-2-(benzylamino)methyl-3,4-O-isopropylidenepyrrolidine-3,4-diol

: 634584-42-2
tert-butyl (3aR,4S,6aS)-4-{[([1,1'-biphenyl]-4-ylmethyl)amino]methyl}tetrahydro-2,2-dimethyl-5H-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / H₂ / Pd(OH)2/C / methanol / 2 h / 20 °C

2: 77 percent / NaBH(OAc)3 / 1,2-dichloro-ethane / 20 °C

With hydrogen; sodium tris(acetoxy)borohydride; palladium dihydroxide; In methanol; 1,2-dichloro-ethane;
DOI:10.1002/hlca.200390153