2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane

Base Information

• Chemical Name: 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane
• CAS No.: 88036-16-2
• Molecular Formula: C₃₁H₃₁NO₇
• Molecular Weight: 529.59
• Mol file: 88036-16-2.mol

Synonyms:2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane

Chemical Property of 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane

There total 3 articles about 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-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: 64.5%

ethylene glycol (107-21-1) + 2-<5-<4-(benzyloxy)phenyl>-3-oxo-4(S)-phthalimidopentyl>-1,3-dioxolane (88036-15-1) → 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane (88036-16-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 6h;

DOI:10.1021/jm00368a003

Reference yield:

(S)-Nα-phthaloyl-O-benzyltyrosine (2130-97-4) → 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane (88036-16-2)

Guidance literature:

Multi-step reaction with 3 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

With phosphorus pentachloride; toluene-4-sulfonic acid; magnesium; In toluene; benzene;

DOI:10.1021/jm00368a003

Reference yield:

(S)-Nα-phthaloyl-O-benzyltyrosine chloride (88036-14-0) → 2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<2-(1,3-dioxolan-2-yl)ethyl>-1,3-dioxolane (88036-16-2)

Guidance literature:

Multi-step reaction with 2 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

With toluene-4-sulfonic acid; magnesium; In toluene;

DOI:10.1021/jm00368a003

upstream raw materials:

ethylene glycol

2-<5-<4-(benzyloxy)phenyl>-3-oxo-4(S)-phthalimidopentyl>-1,3-dioxolane

(S)-N^α-phthaloyl-O-benzyltyrosine

(S)-N^α-phthaloyl-O-benzyltyrosine chloride

Downstream raw materials:

2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-(3-oxopropyl)-1,3-dioxolane

2-<1(S)-amino-2-<4-(benzyloxy)phenyl>ethyl>-2-<5-(1,3-dioxolan-2-yl)-3-hydroxypentyl>-1,3-dioxolane

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

2-<2-<4-(benzyloxy)phenyl>-1(S)-phthalimidoethyl>-2-<5-(1,3-dioxolan-2-yl)-3-hydroxypentyl>-1,3-dioxolane