[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester

Base Information

• Chemical Name: [(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester
• CAS No.: 609846-45-9
• Molecular Formula: C₁₁H₁₈N₂O₆
• Molecular Weight: 274.274

Synonyms:[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester

Chemical Property of [(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester

Chemical Property:

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Technology Process of [(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester

There total 1 articles about [(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl 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:

(R)-dimethyl malate (70681-41-3) → [(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester (609846-45-9)

Guidance literature:

Multi-step reaction with 7 steps

1: Ag₂O / toluene

2: OsO₄; N-methyl morpholine-N-oxide / tetrahydrofuran; H₂O

3: NaIO₄ / tetrahydrofuran; H₂O

4: toluene / 65 °C

5: H₂ / Pd/C / tetrahydrofuran / 18 h

6: H₂O / 7 h / 60 °C

7: 93 percent / pyridine / toluene / 4 h

With pyridine; sodium periodate; osmium(VIII) oxide; water; hydrogen; 4-methylmorpholine N-oxide; silver(l) oxide; palladium on activated charcoal; In tetrahydrofuran; water; toluene;

DOI:10.1021/jm0307990

Reference yield:

[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester (609846-45-9) → N-(4-amidinobenzyl)-[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetamide

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / methanol

2: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; DIPEA / dimethylformamide / 1.67 h

3: H₂ / Pd/C / ethanol; H₂O / 1 h

With lithium hydroxide; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; palladium on activated charcoal; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm0307990

Reference yield:

[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetic acid methyl ester (609846-45-9) → N-(4-benzyloxycarbonylamidino-benzyl)-2-[(R)-4-isopropoxycarbonylamino-3-oxo-morpholin-2-yl]-acetamide acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: aq. LiOH / methanol

2: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; DIPEA / dimethylformamide / 1.67 h

With lithium hydroxide; N-ethyl-N,N-diisopropylamine; HATU; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0307990

upstream raw materials:

(R)-dimethyl malate

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