(1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester
• CAS No.: 81075-99-2
• Molecular Formula: C₂₉H₂₇O₃P
• Molecular Weight: 454.505
• Mol file: 81075-99-2.mol

Synonyms:(1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester

Chemical Property of (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester

There total 1 articles about (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl 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:

1-vinylnaphthalene (826-74-4,29793-40-6) + trans-benzylphenyl<β-(carbomethoxy)vinyl>phosphine oxide (81027-60-3) → (1S,2R)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester (81075-98-1) + (1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester (81075-99-2)

Guidance literature:

With trifluoroacetic acid; In toluene; at 120 ℃; for 40h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00132a057

Reference yield: 80.0%

(1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester (81075-99-2) → (13S,14R,17R)-17-Oxo-16,17-diphenyl-11,12,13,14,16,17-hexahydro-17λ5-phospha-cyclopenta[a]phenanthren-15-one (81076-00-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00132a057

Reference yield:

(1R,2S)-2-((S)-Benzyl-phenyl-phosphinoyl)-1,2,3,4-tetrahydro-phenanthrene-1-carboxylic acid methyl ester (81075-99-2) → (13S,14R,17S)-15-Methoxy-16,17-diphenyl-11,12,13,14-tetrahydro-17-phospha-cyclopenta[a]phenanthrene 17-oxide (81027-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH / tetrahydrofuran

2: 100 percent / diethyl ether

With sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jo00132a057

upstream raw materials:

1-vinylnaphthalene

trans-benzylphenyl<β-(carbomethoxy)vinyl>phosphine oxide

Downstream raw materials:

(13S,14R,17R)-17-Oxo-16,17-diphenyl-11,12,13,14,16,17-hexahydro-17λ⁵-phospha-cyclopenta[a]phenanthren-15-one

(13S,14R,17S)-15-Methoxy-16,17-diphenyl-11,12,13,14-tetrahydro-17-phospha-cyclopenta[a]phenanthrene 17-oxide