(R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

Base Information

• Chemical Name: (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester
• CAS No.: 143465-56-9
• Molecular Formula: C₄₇H₇₆NO₁₁P
• Molecular Weight: 862.094
• Mol file: 143465-56-9.mol

Synonyms:(R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

Chemical Property of (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester

There total 19 articles about (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl 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: 97.0%

(R)-3-Methoxymethoxy-tetradecanoic acid (4aR,6S,7R,8R,8aR)-6-(diphenoxy-phosphoryloxy)-7-((R)-3-methoxymethoxy-tetradecanoylamino)-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-8-yl ester (143465-55-8) → (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester (143465-56-9)

Guidance literature:

With hydrogenchloride; In methanol; at 50 ℃;

DOI:10.1016/0040-4039(92)80009-9

Reference yield: 88.0%

(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(diphenoxy-phosphoryloxy)-2-phenyl-hexahydro-benzo[1,3]dioxin-8-yl ester (143465-60-5) → (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester (143465-56-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; ethyl acetate; under 10343 Torr; Ambient temperature;

DOI:10.1016/0040-4039(92)80009-9

Reference yield:

(R)-3-Methoxymethoxy-tetradecanoic acid 2-oxo-2-phenyl-ethyl ester → (R)-3-Hydroxy-tetradecanoic acid (1R,2R,3S,5R,6R)-3-(diphenoxy-phosphoryloxy)-6-hydroxy-5-hydroxymethyl-2-((R)-3-hydroxy-tetradecanoylamino)-cyclohexyl ester (143465-56-9)

Guidance literature:

Multi-step reaction with 6 steps

1: Zn dust / acetic acid

2: 92 percent / DCC / CH₂Cl₂

3: H₂ / 20percent Pd(OH)2 / tetrahydrofuran; methanol

4: 69 percent / CSA / dimethylformamide / Ambient temperature

5: 64 percent / DCC, DMAP / CH₂Cl₂ / Ambient temperature

6: 97 percent / HCl / methanol / 50 °C

With hydrogenchloride; dmap; camphor-10-sulfonic acid; hydrogen; dicyclohexyl-carbodiimide; zinc; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(92)80009-9

upstream raw materials:

(R)-3-Methoxymethoxy-tetradecanoic acid (4aR,6S,7R,8R,8aR)-6-(diphenoxy-phosphoryloxy)-7-((R)-3-methoxymethoxy-tetradecanoylamino)-2,2-dimethyl-hexahydro-benzo[1,3]dioxin-8-yl ester

(R)-3-Benzyloxymethoxy-tetradecanoic acid (2R,4aR,6S,7R,8R,8aR)-7-((R)-3-benzyloxymethoxy-tetradecanoylamino)-6-(diphenoxy-phosphoryloxy)-2-phenyl-hexahydro-benzo[1,3]dioxin-8-yl ester

(3R)-3-hydroxytetradecanoic acid phenacyl ester

(R)-3-methoxymethyloxytetradecanoic acid

Downstream raw materials:

1D-(1,2,4/3,5)-3-O-<(R)-3-hydroxytetradecanoyl>-2-<(R)-3-hydroxytetradecanoylamido>-1-O-phosphono-5-C-hydroxymethyl-1,3,4-cyclohexanetriol