tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate
• CAS No.: 1027750-52-2
• Molecular Formula: C₂₆H₃₁ClN₂O₅
• Molecular Weight: 486.996

Synonyms:tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate

Chemical Property of tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate

There total 1 articles about tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate 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: 88.0%

(3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)azetidin-2-one (1027750-55-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate (1027750-52-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2008.07.006

Reference yield: 78.0%

morpholine (110-91-8,99108-56-2) + tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate (1027750-52-2) → (2R,3S,1'S)-3-benzyloxycarbonylamino-2-((tert-butyloxycarbonylamino)(4-chlorophenyl)methyl)-4-methyl-1-(morpholin-4-yl)pentan-1-one (1027750-73-7)

Guidance literature:

at 100 ℃; for 1.5h;

DOI:10.1016/j.tet.2008.07.006 DOI:10.1055/s-2008-1032079

Reference yield: 68.0%

tert-butyl (3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)-2-oxoazetidine-1-carboxylate (1027750-52-2) + 2-methylpropan-2-thiol (75-66-1) → S-tert-butyl (2R,3S,1'S)-3-benzyloxycarbonylamino-2-((tert-butyloxycarbonylamino)(4-chlorophenyl)methyl)-4-methylpentanethioate (1027750-81-7)

Guidance literature:

With sodium azide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 24h;

DOI:10.1016/j.tet.2008.07.006 DOI:10.1055/s-2008-1032079

upstream raw materials:

(3R,4S,1'S)-3-(1-benzyloxycarbonylamino-2-methylpropyl)-4-(4-chlorophenyl)azetidin-2-one

di-tert-butyl dicarbonate

Downstream raw materials:

(2R,3S,1'S)-3-benzyloxycarbonylamino-2-((tert-butyloxycarbonylamino)(4-chlorophenyl)methyl)-4-methyl-1-(morpholin-4-yl)pentan-1-one

methyl (2S,1'R,2'S,1''R)-2-(3-{2-benzyloxycarbonylamino-1-[(tert-butyloxycarbonylamino)(4-chlorophenyl)methyl]-3-methylbutyl}ureido)propionate

S-tert-butyl (2R,3S,1'S)-3-benzyloxycarbonylamino-2-((tert-butyloxycarbonylamino)(4-chlorophenyl)methyl)-4-methylpentanethioate

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