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

Base Information

• Chemical Name: ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane
• CAS No.: 191480-67-8
• Molecular Formula: C₂₉H₃₄O₂Si
• Molecular Weight: 442.673
• Mol file: 191480-67-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane 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: 76.0%

(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene (110567-21-0) + tert-butylchlorodiphenylsilane (58479-61-1) → ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane (191480-67-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 14h; Ambient temperature;

DOI:10.1021/jo962124t

Reference yield: 87.0%

Phenylselenyl chloride (5707-04-0) + ((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane (191480-67-8) → ((1S,2R,3S,4S)-4-Azido-2-benzyloxymethyl-3-phenylselanyl-cyclopentyloxy)-tert-butyl-diphenyl-silane (191480-71-4)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; Ambient temperature;

DOI:10.1021/jo962124t

Reference yield:

((1S,2R)-2-Benzyloxymethyl-cyclopent-3-enyloxy)-tert-butyl-diphenyl-silane (191480-67-8) → (1R,2S,5S)-1-{[bis(4-methoxyphenyl)phenylmethoxy]methyl}bicyclo[3.1.0]hexan-2-ol (325464-44-6)

Guidance literature:

Multi-step reaction with 9 steps

1: dimethylsulfoxide

2: 73 percent / NaIO₄ / methanol; H₂O

3: SO₃; pyridine

4: LiAlH₄ / tetrahydrofuran

5: 99 percent / TBAF / acetonitrile

6: 88 percent / Et₂Zn / CH₂Cl₂

7: HCO₂H / Pd / methanol

8: 60 percent / DBU / CH₂Cl₂

With pyridine; sodium periodate; lithium aluminium tetrahydride; formic acid; sulfur trioxide; tetrabutyl ammonium fluoride; diethylzinc; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

DOI:10.1081/NCN-100002319

upstream raw materials:

(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene

tert-butylchlorodiphenylsilane

Downstream raw materials:

((1S,2R,3S,4S)-4-Azido-2-benzyloxymethyl-3-phenylselanyl-cyclopentyloxy)-tert-butyl-diphenyl-silane

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

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

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