(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

Base Information

Chemical Name:(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone
CAS No.:98377-02-7
Molecular Formula:C₁₆H₂₁N₃O₅
Molecular Weight:335.36
Hs Code.:

Synonyms:(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

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Chemical Property of (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

Chemical Property:

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Technology Process of (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

There total 3 articles about (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone 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: 91.0%

: 98377-01-6
O-benzyl (2S,3R)-2-(tert-butoxycarbonylamino)-3-carbamoyl-3-mesyloxypropanohydroxamate

: 98377-02-7
(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

Guidance literature:: With potassium carbonate; In acetone; at 50 ℃; for 0.583333h;
DOI:10.1248/cpb.33.3798

Reference yield:

: 98463-52-6
N-(tertbutoxycarbonyl)-erythro-3-hydroxy-L-asparagine

: 98377-02-7
(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 7.72 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, NaHCO₃ / H₂O / 4 h / Ambient temperature; pH = 4-5 with 1 N HCl

2: pyridine / 30 min., -20 deg C; 20 h, 3-5 deg C

3: 91 percent / potassium carbonate / acetone / 0.58 h / 50 °C

With pyridine; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; acetone;
DOI:10.1248/cpb.33.3798

Reference yield:

: 98377-00-5
O-benzyl (2S,3R)-2-(tert-butoxycarbonylamino)-3-carbamoyl-3-hydroxy-propanohydroxamate

: 98377-02-7
(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyl-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 30 min., -20 deg C; 20 h, 3-5 deg C

2: 91 percent / potassium carbonate / acetone / 0.58 h / 50 °C

With pyridine; potassium carbonate; In acetone;
DOI:10.1248/cpb.33.3798