methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate

Base Information

• Chemical Name: methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate
• CAS No.: 958265-92-4
• Molecular Formula: C₁₈H₂₃NO₆
• Molecular Weight: 349.384

Synonyms:methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate

Chemical Property of methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

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Technology Process of methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate

There total 1 articles about methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate 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: 49.0%

C15H19NO6 (958265-91-3) + 2,2-dimethoxy-propane (77-76-9) → methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate (958265-92-4) + methyl (1R,2R,3S,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate (958265-93-5)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.200700333

Reference yield: 45.0%

methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate (958265-92-4) → (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-dihydroxycyclopentanecarboxylic acid (958265-96-8) + methyl (1S,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate (958265-94-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1.66667h;

DOI:10.1002/ejoc.200700333

Reference yield:

methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate (958265-92-4) → methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-dihydroxycyclopentanecarboxylate (958652-90-9)

Guidance literature:

With acetic acid; at 100 ℃; for 0.166667h; microwave irradiation;

DOI:10.1002/ejoc.200700333

upstream raw materials:

C₁₅H₁₉NO₆

2,2-dimethoxy-propane

Downstream raw materials:

(1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-dihydroxycyclopentanecarboxylic acid

methyl (1S,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-isopropylidenedioxycyclopentanecarboxylate

methyl (1R,2S,3R,4S)-4-benzyloxycarbonylamino-2,3-dihydroxycyclopentanecarboxylate

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