methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

Base Information

Chemical Name:methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate
CAS No.:175694-63-0
Molecular Formula:C₁₄H₁₅NO₅
Molecular Weight:277.277
Hs Code.:

Synonyms:methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

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Chemical Property of methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

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Technology Process of methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

There total 6 articles about methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate 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: 100.0%

: 160002-55-1
methyl (1S,2R,1'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',2'-dihydroxyethyl)cyclopropanecarboxylate

: 175694-63-0
methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

Guidance literature:: With sodium periodate; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1016/0957-4166(96)00038-9

Reference yield:

: 132970-32-2
methyl (4S,2Z)-2-benzyloxycarbonylamino-4,5-isopropylidenedioxy-2-pentanoate

: 175694-63-0
methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / diethyl ether / 4 h / Ambient temperature

2: 100 percent / benzophenone / CH₂Cl₂ / 0.3 h / -78 °C

3: 100 percent / 5percent HCl/MeOH / 2.5 h / Ambient temperature

4: 90 percent / tetrahydrofuran / 6 h / Heating

5: 90 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 20 h / 40 °C

6: 1.) O₃, 2.) Me₂S / 1.) AcOEt, -78 deg C, 20 min, 2.) AcOEt, RT, 30 min

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; hydrogenchloride; methanol; benzophenone; dimethylsulfide; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(96)00038-9

Reference yield:

: 100945-15-1,88568-95-0
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

: 175694-63-0
methyl (1S,2R)-(-)-1-N-benzyloxycarbonylamino-2-formylcyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / t-BuOK

2: 100 percent / diethyl ether / 4 h / Ambient temperature

3: 100 percent / benzophenone / CH₂Cl₂ / 0.3 h / -78 °C

4: 100 percent / 5percent HCl/MeOH / 2.5 h / Ambient temperature

5: 90 percent / tetrahydrofuran / 6 h / Heating

6: 90 percent / 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine / 20 h / 40 °C

7: 1.) O₃, 2.) Me₂S / 1.) AcOEt, -78 deg C, 20 min, 2.) AcOEt, RT, 30 min

With 1,3-dimethyl-2-phenyl-1,3,2-diazaphospholidine; hydrogenchloride; methanol; benzophenone; dimethylsulfide; potassium tert-butylate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(96)00038-9