2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

Base Information

Chemical Name:2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane
CAS No.:88036-20-8
Molecular Formula:C₂₇H₃₀Cl₃NO₈
Molecular Weight:602.896
Hs Code.:

Synonyms:2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

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Chemical Property of 2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

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Technology Process of 2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

There total 8 articles about 2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane 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:

: {(S)-2-(4-Benzyloxy-phenyl)-1-[2-(5-[1,3]dioxolan-2-yl-3-hydroxy-pentyl)-[1,3]dioxolan-2-yl]-ethyl}-carbamic acid 2,2,2-trichloro-ethyl ester

: 88036-20-8
2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 0.5h; Yield given;
DOI:10.1021/jm00368a003

Reference yield:

: 2130-97-4
(S)-N^α-phthaloyl-O-benzyltyrosine

: 88036-20-8
2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / PCl₅ / benzene / 1 h / 55 °C

2: 1.) Mg / 1.) THF, 40 deg C, 45 min, 2.) THF, RT, 1 h

3: 64.5 percent / p-toluenesulfonic acid / toluene / 6 h

4: 76.9 percent / p-toluenesulfonic acid / acetone / 32 h / Ambient temperature

5: 1.) Mg / 1.) THF, 40 deg C, 45 min, 2.) THF, RT, 15 min

6: 99.3 percent / hydrazine / ethanol / 15 h / Heating

7: N,N-diisopropylethylamine / CH₂Cl₂ / 0.25 h / 0 °C

8: CrO₃, 35percent H₂SO₄ / acetone / 0.5 h / 0 °C

With chromium(VI) oxide; phosphorus pentachloride; sulfuric acid; toluene-4-sulfonic acid; magnesium; N-ethyl-N,N-diisopropylamine; hydrazine; In ethanol; dichloromethane; acetone; toluene; benzene;
DOI:10.1021/jm00368a003

Reference yield:

: 88036-14-0
(S)-N^α-phthaloyl-O-benzyltyrosine chloride

: 88036-20-8
2-<2-<4-(benzyloxy)phenyl>-1(S)-<<(2,2,2-trichloroethoxy)carbonyl>amino>ethyl>-2-(5-carboxy-5-oxopentyl)-1,3-dioxolane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Mg / 1.) THF, 40 deg C, 45 min, 2.) THF, RT, 1 h

2: 64.5 percent / p-toluenesulfonic acid / toluene / 6 h

3: 76.9 percent / p-toluenesulfonic acid / acetone / 32 h / Ambient temperature

4: 1.) Mg / 1.) THF, 40 deg C, 45 min, 2.) THF, RT, 15 min

5: 99.3 percent / hydrazine / ethanol / 15 h / Heating

6: N,N-diisopropylethylamine / CH₂Cl₂ / 0.25 h / 0 °C

7: CrO₃, 35percent H₂SO₄ / acetone / 0.5 h / 0 °C

With chromium(VI) oxide; sulfuric acid; toluene-4-sulfonic acid; magnesium; N-ethyl-N,N-diisopropylamine; hydrazine; In ethanol; dichloromethane; acetone; toluene;
DOI:10.1021/jm00368a003