[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

Base Information

Chemical Name:[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid
CAS No.:515835-49-1
Molecular Formula:C₂₈H₄₅NO₆Si
Molecular Weight:519.754
Hs Code.:

[2-(3-benzyloxy-2-<i>tert</i>-butoxycarbonylamino-propylidene)-cyclopentyl]-(<i>tert</i>-butyl-dimethyl-silanyloxy)-acetic acid

Synonyms:[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

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Chemical Property of [2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

Chemical Property:

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Technology Process of [2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

There total 1 articles about [2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid 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:

: 515835-42-4
(tert-butyl-dimethyl-silanyloxy)-acetic acid 3-benzyloxy-2-tert-butoxycarbonylamino-1-cyclopent-1-enyl-propyl ester

: 515835-49-1
[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

Guidance literature:: With pyridine; chloro-trimethyl-silane; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -100 - 20 ℃; for 3.25h;
DOI:10.1021/jo026663b

Reference yield:

: 515835-49-1
[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

: 515835-43-5
{(R)-2-[(R)-3-Benzyloxy-2-tert-butoxycarbonylamino-prop-(E)-ylidene]-cyclopentyl}-hydroxy-acetic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
DOI:10.1021/jo026663b

Reference yield:

: 515835-49-1
[2-(3-benzyloxy-2-tert-butoxycarbonylamino-propylidene)-cyclopentyl]-(tert-butyl-dimethyl-silanyloxy)-acetic acid

: 515835-44-6
(R)-2-[(R)-3-Benzyloxy-2-tert-butoxycarbonylamino-prop-(E)-ylidene]-cyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 1.16 g / Bu₄NF / tetrahydrofuran / 1 h / 0 - 20 °C

2: Pb(OAc)4 / CHCl₃; ethyl acetate / 0.17 h / 0 °C

3: 1.65 g / Jones reagent / acetone / 0.5 h / 0 °C

With lead(IV) acetate; jones reagent; tetrabutyl ammonium fluoride; In tetrahydrofuran; chloroform; ethyl acetate; acetone; 3: Jones oxidation;
DOI:10.1021/jo026663b