3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester
• CAS No.: 124710-59-4
• Molecular Formula: C₈₅H₁₂₈NO₁₃P
• Molecular Weight: 1402.92
• Mol file: 124710-59-4.mol

Synonyms:

Chemical Property of 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester

There total 3 articles about 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl 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: 50.0%

(3RS)-3-(benzyloxymethoxy)tetradecanoic acid (111247-11-1,111247-12-2) + Benzyl 6-O-benzyloxymethyl-2-deoxy-4-O-(diphenoxyphosphinyl)-2-(2-tetradecylhexadecanamido)-β-D-glucopyranoside (124710-56-1) → 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester (124710-59-4,124715-98-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(91)80013-D

Reference yield:

2-tetradecylhexadecanoic acid (66880-77-1) → 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester (124710-59-4,124715-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / 1,2-dichloro-ethane / Ambient temperature

2: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(91)80013-D

Reference yield:

benzyl 2-amino-6-O-benzyloxymethyl-2-deoxy-4-O-(diphenoxyphosphinyl)-β-D-glucopyranoside (102794-21-8) → 3-Benzyloxymethoxy-tetradecanoic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethoxymethyl-5-(diphenoxy-phosphoryloxy)-3-(2-tetradecyl-hexadecanoylamino)-tetrahydro-pyran-4-yl ester (124710-59-4,124715-98-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / 1,2-dichloro-ethane / Ambient temperature

2: 50 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/0008-6215(91)80013-D

upstream raw materials:

(3RS)-3-(benzyloxymethoxy)tetradecanoic acid

Benzyl 6-O-benzyloxymethyl-2-deoxy-4-O-(diphenoxyphosphinyl)-2-(2-tetradecylhexadecanamido)-β-D-glucopyranoside

2-tetradecylhexadecanoic acid

benzyl 2-amino-6-O-benzyloxymethyl-2-deoxy-4-O-(diphenoxyphosphinyl)-β-D-glucopyranoside