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

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Chemical Name:Benzoic acid (3R,5R)-5-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-pyrrolidin-3-yl ester
CAS No.:329005-77-8
Molecular Formula:C₂₀H₂₆N₂O₇
Molecular Weight:406.436
Hs Code.:

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

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Chemical Property of Benzoic acid (3R,5R)-5-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-pyrrolidin-3-yl ester

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Technology Process of Benzoic acid (3R,5R)-5-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-pyrrolidin-3-yl ester

There total 9 articles about Benzoic acid (3R,5R)-5-(tert-butoxycarbonylamino-methyl)-1-methoxycarbonylmethyl-2-oxo-pyrrolidin-3-yl 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: 99.0%

: 65-85-0,8013-63-6
benzoic acid

: 329005-73-4
(3S,5R)-5-tert-butoxycarbonylaminomethyl-3-hydroxy-N-methoxycarbonylmethyl-2-pyrrolidinone

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

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; at 0 - 20 ℃;
DOI:10.1021/jo001000k

Reference yield:

: 329005-69-8
(3S,5R)-3-benzyloxymethoxy-5-hydroxymethyl-N-[methoxycarbonylmethyl]-2-pyrrolidinone

: 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 5 steps

1: 86 percent / Et₃N / CH₂Cl₂ / 2.25 h / 0 °C

2: 98 percent / NaN₃ / dimethylformamide / 80 °C

3: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

4: 94 percent / H₂ / 10percent Pd(OH)2/C / methanol / 20 °C / 760.05 Torr

5: 99 percent / PPh₃; DEAD / dioxane / 0 - 20 °C

With sodium azide; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; 10percent Pd/C; 10percent Pd(OH)2/C; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 5: Mitsunobu reaction;
DOI:10.1021/jo001000k

Reference yield:

: 329005-71-2
(3S,5R)-5-azidomethyl-3-benzyloxymethoxy-N-methoxycarbonylmethyl-2-pyrrolidinone

: 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 3 steps

1: 89 percent / H₂ / 10percent Pd/C / ethyl acetate / 1.5 h / 20 °C / 760.05 Torr

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

3: 99 percent / PPh₃; DEAD / dioxane / 0 - 20 °C

With hydrogen; triphenylphosphine; diethylazodicarboxylate; 10percent Pd/C; 10percent Pd(OH)2/C; In 1,4-dioxane; methanol; ethyl acetate; 3: Mitsunobu reaction;
DOI:10.1021/jo001000k