N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

Base Information

Chemical Name:N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester
CAS No.:736930-05-5
Molecular Formula:C₂₄H₃₇NO₆Si
Molecular Weight:463.646
Hs Code.:

Synonyms:N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

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Chemical Property of N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

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Technology Process of N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

There total 3 articles about N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl 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: 46.0%

: 736930-05-5
N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

Guidance literature:

Reference yield:

: 2584-71-6,30724-02-8
cis-hydroxy-D-proline

: 736930-05-5
N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride

2.1: triethylamine / dichloromethane

3.1: 1H-imidazole / N,N-dimethyl-formamide

4.1: sodium periodate; ruthenium(IV) oxide hydrate / ethyl acetate; water

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 1.92 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; sodium periodate; ruthenium(IV) oxide hydrate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1248/cpb.c16-00358

Reference yield:

: 114760-51-9
(2R,4R)-1-(tert-butixycarbonyl)-4-<(tert-butyldimethylsilyl)oxy>-2-carbomethoxypyrrolidine

: 736930-05-5
N-tBoc-(4R)-4-tert-butyldimethylsilyloxy-4-benzyl-D-pyroglutamic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate; ruthenium(IV) oxide hydrate / ethyl acetate; water

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1.92 h / -78 - 20 °C / Inert atmosphere

With sodium periodate; ruthenium(IV) oxide hydrate; lithium hexamethyldisilazane; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1248/cpb.c16-00358