Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester

Base Information

• Chemical Name: Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester
• CAS No.: 325464-33-3
• Molecular Formula: C₃₇H₃₉F₃O₄SeSi
• Molecular Weight: 711.755
• Mol file: 325464-33-3.mol

Synonyms:Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester

Chemical Property of Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester

There total 1 articles about Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl 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:

Phenylselenyl chloride (5707-04-0) + silver trifluoroacetate (2966-50-9) + ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane (191480-67-8) → Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester (325464-33-3)

Guidance literature:

Phenylselenyl chloride; ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane; In dimethyl sulfoxide; at 20 ℃; for 0.166667h;

silver trifluoroacetate; In dimethyl sulfoxide; at 20 ℃; for 12h;

DOI:10.1021/ja001989s

Reference yield: 81.0%

Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester (325464-33-3) → (1S,2S,3R,4S)-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-[(phenylmethoxy)methyl]-2-(phenylselenamethyl)cyclopentan-1-ol (325464-35-5)

Guidance literature:

DOI:10.1081/NCN-100002319

Reference yield:

Trifluoro-acetic acid (1S,2S,3R,4S)-3-benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-2-phenylselanyl-cyclopentyl ester (325464-33-3) → (1S)-2-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol (325464-40-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / NaIO₄ / methanol; H₂O

2: SO₃; pyridine

3: LiAlH₄ / tetrahydrofuran

4: 99 percent / TBAF / acetonitrile

With pyridine; sodium periodate; lithium aluminium tetrahydride; sulfur trioxide; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1081/NCN-100002319

upstream raw materials:

Phenylselenyl chloride

silver trifluoroacetate

((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane

Downstream raw materials:

(1S,2S,3R,4S)-4-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-[(phenylmethoxy)methyl]-2-(phenylselenamethyl)cyclopentan-1-ol

(1S)-2-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

(1R,2S,5S)-1-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol

(5S)-[5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)cyclopent-1-enyl](phenylmethoxy)methane