3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:329005-66-5
Molecular Formula:C₃₄H₄₃NO₆Si
Molecular Weight:589.804
Hs Code.:

3-benzyloxymethoxy-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about 3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic 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: 94.0%

: 3587-60-8
Benzyloxymethyl chloride

: (5R)-N-tert-butoxycarbonyl-5-[(tert-butyldiphenylsilyloxy)methyl]-3-hydroxy-2-pyrrolidinone

: 329005-66-5
3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo001000k

Reference yield: 59.0%

: 329005-66-5
3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 329005-67-6
(3S,5R)-3-benzyloxymethoxy-5-[(tert-butyldiphenylsilyloxy)methyl]-2-pyrrolidinone

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.133333h;
DOI:10.1021/jo001000k

Reference yield:

: 329005-66-5
3-benzyloxymethoxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 329005-77-8
Benzoic acid (3R,5R)-5-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-pyrrolidin-3-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 59 percent / TFA / CH₂Cl₂ / 0.13 h / 0 °C

2: 100 percent / NaH / tetrahydrofuran / 0 - 20 °C

3: 99 percent / Et₃N*3HF / tetrahydrofuran / 10 h / 50 °C

4: 86 percent / Et₃N / CH₂Cl₂ / 2.25 h / 0 °C

5: 98 percent / NaN₃ / dimethylformamide / 80 °C

6: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

7: 94 percent / H₂ / 10percent Pd(OH)2/C / methanol / 20 °C / 760.05 Torr

8: 99 percent / PPh₃; DEAD / dioxane / 0 - 20 °C

With sodium azide; hydrogen; sodium hydride; triethylamine tris(hydrogen fluoride); triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; 10percent Pd/C; 10percent Pd(OH)2/C; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 8: Mitsunobu reaction;
DOI:10.1021/jo001000k