(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate
CAS No.:1567688-08-7
Molecular Formula:C₃₄H₄₂N₂O₆
Molecular Weight:574.717
Hs Code.:

Synonyms:(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

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Chemical Property of (2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of (2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

There total 6 articles about (2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate 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: 100.0%

: 1567687-33-5
2-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidin-2-yl)acetic acid

: 593-51-1
methylamine hydrochloride

: 1567688-08-7
(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield:

: 1105054-59-8
(2R,3R,4R,5R)-2-allyl-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)pyrrolidin-1-ol

: 1567688-08-7
(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: zinc / methanol; acetic acid / 1 h / Reflux

1.2: 16 h / 20 °C

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 16 h / 20 °C

3.1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions

4.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; HATU; zinc; In tetrahydrofuran; methanol; chloroform-d1; water; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 1567688-03-2
(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2,3-dihydroxypropyl)pyrrolidine-1-carboxylate

: 1567688-08-7
(2R,3R,4R,5R)-tert-butyl 3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-(2-(methylamino)-2-oxoethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate / tetrahydrofuran / 3 h / 20 °C / Alkaline conditions

2: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / chloroform-d1; tert-butyl alcohol / 3 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 48 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; 2-methyl-but-2-ene; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; chloroform-d1; N,N-dimethyl-formamide; tert-butyl alcohol;