Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

Base Information

Chemical Name:Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester
CAS No.:910055-74-2
Molecular Formula:C₂₈H₄₄N₂O₁₁
Molecular Weight:584.664
Hs Code.:

Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

Synonyms:Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

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Chemical Property of Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

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Technology Process of Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

There total 8 articles about Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl 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: 67.0%

: 910055-73-1
3-(4-iodobutoxy)phenyl acetate

: 910055-70-8
6-amino-6-deoxy-1-O-(tert-butoxycarbonyl)-2-N-(tert-butoxycarbonyl)-β-D-glucosamine

: 910055-74-2
Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 80 ℃; for 14h;
DOI:10.1021/ol060783e

Reference yield:

: 178158-23-1
N-Cbz-D-glucosamine

: 910055-74-2
Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.65 g / Et₃N; DMAP / dioxane; H₂O / 24 h / 20 °C

2: 87 percent / pyridine / 0 - 20 °C

3: 94 percent / NaH / dimethylformamide / 16 h / 80 °C

4: 74 percent / PPh₃; H₂O / tetrahydrofuran / 14 h / 20 °C

5: 67 percent / N,N-diisopropylethylamine / acetonitrile / 14 h / 80 °C

With pyridine; dmap; water; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol060783e

Reference yield:

: 862291-55-2
1-O-(tert-butoxycarbonyl)-2-N-(tert-butoxycarbonyl)-β-D-glucosamine

: 910055-74-2
Acetic acid 3-{4-[((2R,3S,4R,5R,6S)-5-tert-butoxycarbonylamino-6-tert-butoxycarbonyloxy-3,4-dihydroxy-tetrahydro-pyran-2-ylmethyl)-amino]-butoxy}-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / pyridine / 0 - 20 °C

2: 94 percent / NaH / dimethylformamide / 16 h / 80 °C

3: 74 percent / PPh₃; H₂O / tetrahydrofuran / 14 h / 20 °C

4: 67 percent / N,N-diisopropylethylamine / acetonitrile / 14 h / 80 °C

With pyridine; water; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol060783e