(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

Base Information

Chemical Name:(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine
CAS No.:156856-23-4
Molecular Formula:C₃₀H₄₀N₂O₆
Molecular Weight:524.657
Hs Code.:

Synonyms:(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

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Chemical Property of (2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

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Technology Process of (2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

There total 10 articles about (2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine 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: 17.0%

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

: 502699-56-1
(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis-aziridine

: 156856-23-4
(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

: 1,6-dideoxy-1,6-di-(tert-butoxycarbonylamino)-2,5-anhydro-3,4-di-O-benzyl-D-glucitol

Guidance literature:: With triethylamine; In tetrahydrofuran; for 3h; from 0 deg C to r.t.;
DOI:10.1016/0040-4039(94)88023-9

Reference yield:

: 36199-02-7
3,4-di-O-benzyl-D-mannitol

: 156856-23-4
(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / pyridine / 0 °C

2: 73 percent / NaN₃ / dimethylformamide / 5 h / 70 °C

3: Ph₃P / toluene / 35 deg C, 2 h; 85 deg C, 8 h

4: 53 percent / Et₃N / tetrahydrofuran / 3 h / from 0 deg C to r.t.

With sodium azide; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(94)88023-9

Reference yield:

: 151477-86-0
1,6-diazido-1,6-dideoxy-3,4-di-O-benzyl-D-mannitol

: 156856-23-4
(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

Guidance literature:: Multi-step reaction with 2 steps

1: Ph₃P / toluene / 35 deg C, 2 h; 85 deg C, 8 h

2: 53 percent / Et₃N / tetrahydrofuran / 3 h / from 0 deg C to r.t.

With triethylamine; triphenylphosphine; In tetrahydrofuran; toluene;
DOI:10.1016/0040-4039(94)88023-9