(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

Base Information

Chemical Name:(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine
CAS No.:366786-63-2
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

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Chemical Property of (2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

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Technology Process of (2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

There total 6 articles about (2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine 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:

: 152612-42-5
(2S,5R)-1-tert-butoxycarbonyl-5-hydroxymethyl-2-benzyloxymethyl pyrrolidine

: 366786-63-2
(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: aq. sodium hypochlorite; KBr; TEMPO / acetone / 2 h / 0 °C

2: 924 mg / methanol; diethyl ether

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; In methanol; diethyl ether; acetone;
DOI:10.1016/S0040-4020(01)00537-3

Reference yield:

: 253776-34-0
(2S)-1-O-benzylglycerol-2,3-bis(trifluoromethanesulfonate)

: 366786-63-2
(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 2.31 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: 92 percent / Na₂HPO₄; Na-Hg / methanol / 24 h / 0 °C

4.1: aq. sodium hypochlorite; KBr; TEMPO / acetone / 2 h / 0 °C

5.1: 924 mg / methanol; diethyl ether

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; tetrabutyl ammonium fluoride; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; acetone;
DOI:10.1016/S0040-4020(01)00537-3

Reference yield:

: [1-benzenesulfonylmethyl-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-carbamic acid tert-butyl ester

: 366786-63-2
(2S,5R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-5-methoxycarbonyl-pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / -78 - 20 °C

2.1: 2.31 g / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: 92 percent / Na₂HPO₄; Na-Hg / methanol / 24 h / 0 °C

4.1: aq. sodium hypochlorite; KBr; TEMPO / acetone / 2 h / 0 °C

5.1: 924 mg / methanol; diethyl ether

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; tetrabutyl ammonium fluoride; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; acetone;
DOI:10.1016/S0040-4020(01)00537-3