{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

Base Information

Chemical Name:{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester
CAS No.:153750-24-4
Molecular Formula:C₃₉H₄₄O₃P₂
Molecular Weight:622.724
Hs Code.:

Synonyms:{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

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Chemical Property of {(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

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Technology Process of {(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

There total 12 articles about {(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl 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: 82.0%

: 153750-20-0
[(1S,2S,3S,4R,7R)-2,3-Bis-(diphenyl-phosphinoylmethyl)-bicyclo[2.2.1]hept-7-yloxy]-acetic acid tert-butyl ester

: 153750-24-4
{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

Guidance literature:: With trichlorosilane; triethylamine; In toluene;
DOI:10.1016/S0957-4166(00)80084-1

Reference yield:

: 3559-74-8
trimethylsilylcyclopentadiene

: 153750-24-4
{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / Et₂AlCl / toluene / -78 °C

2: 97 percent / Br₂ / CH₂Cl₂

3: 88 percent / AgNO₃

4: 99 percent / i-Pr₂EtN / CH₂Cl₂

5: 88 percent / LiAlH₄ / tetrahydrofuran

6: 92 percent / H₂ / Pd/C / ethanol

7: 91 percent / pyridine

8: 70 percent / dimethylformamide

9: H₂O₂ / CH₂Cl₂

10: TFA / CH₂Cl₂

11: 78 percent / NaH / tetrahydrofuran

12: 82 percent / HSiCl₃, Et₃N / toluene

With pyridine; lithium aluminium tetrahydride; trichlorosilane; hydrogen; dihydrogen peroxide; bromine; diethylaluminium chloride; sodium hydride; silver nitrate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(00)80084-1

Reference yield:

: 840502-02-5
[1R-(2-endo,3-exo,7-syn)]-7-(methoxymethoxy)bicyclo[2.2.1]hept-5-ene-2,3-dimethanol

: 153750-24-4
{(1S,2S,3S,4R,7R)-2,3-Bis-[(diphenylphosphanyl)-methyl]-bicyclo[2.2.1]hept-7-yloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / H₂ / Pd/C / ethanol

2: 91 percent / pyridine

3: 70 percent / dimethylformamide

4: H₂O₂ / CH₂Cl₂

5: TFA / CH₂Cl₂

6: 78 percent / NaH / tetrahydrofuran

7: 82 percent / HSiCl₃, Et₃N / toluene

With pyridine; trichlorosilane; hydrogen; dihydrogen peroxide; sodium hydride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0957-4166(00)80084-1