(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

Base Information

Chemical Name:(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine
CAS No.:260417-89-8
Molecular Formula:C₂₄H₃₆N₂O₇Si
Molecular Weight:492.645
Hs Code.:

Synonyms:(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

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Technology Process of (2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

There total 11 articles about (2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine 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: 98.0%

: 260417-88-7
(2S)(4R)-N-[(2-Allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-hydroxypyrrolidine

: 260417-89-8
(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

Guidance literature:: With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -60 ℃;
DOI:10.1016/S0960-894X(00)00351-6

Reference yield: 98.0%

: C₇,C₈-Dimethoxy-C₂-Methoxycarbonylmethyl

: 260417-89-8
(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

Guidance literature:

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 260417-89-8
(2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / LiBH₄ / tetrahydrofuran / 0 °C

2: 70 percent / TEA; DBU / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd-C / ethanol

4: TEA / CH₂Cl₂ / 0 °C

5: 95 percent / Raney Ni; NH₂NH₂ / methanol / Heating

6: 87 percent / pyridine / CH₂Cl₂ / 0 °C

7: 98 percent / (COCl)2; DMSO; TEA / CH₂Cl₂ / -60 °C

With pyridine; lithium borohydride; oxalyl dichloride; TEA; hydrogen; nickel; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Reduction / 2: silylation / 3: Hydrogenolysis / 4: Acylation / 5: Reduction / 6: Acylation / 7: Swern oxidation;
DOI:10.1016/S0960-894X(00)00351-6