methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

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Chemical Name:methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate
CAS No.:160002-56-2
Molecular Formula:C₁₆H₁₇NO₆S
Molecular Weight:351.38
Hs Code.:

Synonyms:methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

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Chemical Property of methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

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Technology Process of methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

There total 5 articles about methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate 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: 90.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

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

: 160002-56-2
methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

Guidance literature:: In tetrahydrofuran; for 6h; Heating;
DOI:10.1016/S0040-4039(00)78226-8 DOI:10.1016/0957-4166(96)00038-9

Reference yield:

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

: 160002-56-2
methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 4 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

With hydrogenchloride; methanol; benzophenone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/0957-4166(96)00038-9

Reference yield:

: 160002-54-0
methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)cyclopropanecarboxylate

: 160002-56-2
methyl (1S,2R,4'S)-(-)-1-N-benzyloxycarbonylamino-2-(1',3'-dioxolan-2'-thiocarbonyl-4'-yl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 5percent HCl/MeOH / 2.5 h / Ambient temperature

2: 90 percent / tetrahydrofuran / 6 h / Heating

With hydrogenchloride; methanol; In tetrahydrofuran;
DOI:10.1016/0957-4166(96)00038-9