(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

Base Information

Chemical Name:(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester
CAS No.:312732-12-0
Molecular Formula:C₂₉H₂₈F₃NO₉
Molecular Weight:591.538
Hs Code.:

Synonyms:(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

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Chemical Property of (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

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Technology Process of (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

There total 9 articles about (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl 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: 24.0%

: 312732-09-5
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-propyl ester

: 312732-12-0
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

Guidance literature:: (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-dimethoxymethyl-6-nitro-phenyl)-propyl ester; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 1h;

With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 1h; Further stages.;
DOI:10.1021/ja0013879

Reference yield:

: 6635-20-7
isonitrovanillin

: 312732-12-0
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 96 percent / HBr; AcOH / H₂O / 8 h / Heating

2.1: 85 percent / NaH / dimethylformamide

3.1: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

4.1: 80 percent / dimethylformamide / 1 h

5.1: 96 percent / TsOH / methanol / 3 h / Heating

6.1: 49 percent / DIBAL-H / toluene / 0.83 h / 0 - 20 °C

7.1: Pseudomonas species lipase; 4A sieve / 18 h / 35 °C

8.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 2 h / 20 °C

9.1: HCl / dioxane / 1 h / 20 °C

9.2: 24 percent / NaBH₄ / tetrahydrofuran / 1 h / 20 °C

With pyridine; hydrogenchloride; dmap; 4 A molecular sieve; Pseudomonas species lipase; hydrogen bromide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879

Reference yield:

: 116313-85-0
3,4-dihydroxy-5-nitrobenzaldehyde

: 312732-12-0
(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-3-acetoxy-2-(2-benzyloxy-4-hydroxymethyl-6-nitro-phenyl)-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85 percent / NaH / dimethylformamide

2.1: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

3.1: 80 percent / dimethylformamide / 1 h

4.1: 96 percent / TsOH / methanol / 3 h / Heating

5.1: 49 percent / DIBAL-H / toluene / 0.83 h / 0 - 20 °C

6.1: Pseudomonas species lipase; 4A sieve / 18 h / 35 °C

7.1: 96 percent / DCC; DMAP / CH₂Cl₂ / 2 h / 20 °C

8.1: HCl / dioxane / 1 h / 20 °C

8.2: 24 percent / NaBH₄ / tetrahydrofuran / 1 h / 20 °C

With pyridine; hydrogenchloride; dmap; 4 A molecular sieve; Pseudomonas species lipase; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0013879