Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

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Chemical Name:Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester
CAS No.:105811-54-9
Molecular Formula:C₃₄H₃₂ClN₅O₁₅
Molecular Weight:786.106
Hs Code.:

Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

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Chemical Property of Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

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Technology Process of Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

There total 9 articles about Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester 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:

: 80433-47-2
(3S,4R)-3-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-(prop-2-enyl)-2-azetidinone

: 105811-54-9
Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 71 percent / mCPBA / CH₂Cl₂

2: 66 percent / H₂O / dimethylformamide / 15 h / Ambient temperature

3: H₂ / PtO₂ / acetic acid

4: 50 percent / (iPr)2NEt / CH₂Cl₂

5: 88 percent / PCC / CH₂Cl₂

6: 90 percent / BF₃*OEt₂ / acetonitrile

7: 70 percent / DMAP / CH₂Cl₂

8: 81 percent / triethylamine / benzene / 0.08 h / 40 °C

9: SOCl₂, 2,6-dimethyl-pyridine

With 2,6-dimethylpyridine; dmap; thionyl chloride; boron trifluoride diethyl etherate; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)98475-2

Reference yield:

: 80391-20-4,96613-72-8,96613-73-9
(3S,4R)-4-(2,3-epoxypropyl)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-2-azetidinone

: 105811-54-9
Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 66 percent / H₂O / dimethylformamide / 15 h / Ambient temperature

2: H₂ / PtO₂ / acetic acid

3: 50 percent / (iPr)2NEt / CH₂Cl₂

4: 88 percent / PCC / CH₂Cl₂

5: 90 percent / BF₃*OEt₂ / acetonitrile

6: 70 percent / DMAP / CH₂Cl₂

7: 81 percent / triethylamine / benzene / 0.08 h / 40 °C

8: SOCl₂, 2,6-dimethyl-pyridine

With 2,6-dimethylpyridine; dmap; thionyl chloride; boron trifluoride diethyl etherate; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)98475-2

Reference yield:

: 92838-69-2,96613-74-0,96613-75-1
(3S,4R)-4-(3-cyano-2-hydroxypropyl)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-2-azetidinone

: 105811-54-9
Chloro-{(2R,3S)-2-[4-(4-nitro-benzyloxycarbonylamino)-2-oxo-butyl]-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / PtO₂ / acetic acid

2: 50 percent / (iPr)2NEt / CH₂Cl₂

3: 88 percent / PCC / CH₂Cl₂

4: 90 percent / BF₃*OEt₂ / acetonitrile

5: 70 percent / DMAP / CH₂Cl₂

6: 81 percent / triethylamine / benzene / 0.08 h / 40 °C

7: SOCl₂, 2,6-dimethyl-pyridine

With 2,6-dimethylpyridine; dmap; thionyl chloride; boron trifluoride diethyl etherate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; platinum(IV) oxide; In dichloromethane; acetic acid; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)98475-2