(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

Base Information

Chemical Name:(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone
CAS No.:108732-22-5
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

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Chemical Property of (2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

Chemical Property:

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Technology Process of (2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

There total 6 articles about (2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone 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: 78.0%

: 108732-21-4
(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-(tert-butyldimethylsilyl)oxymethyl-5-pyrrolidone

: 108732-23-6
(2S)-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

: 108732-22-5
(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 2h; Ambient temperature;

Reference yield:

: 69610-40-8
N-(tert-butoxycarbonyl)-L-prolinol

: 108732-22-5
(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / TEA, 4-DMAP / dimethylformamide / 3 h / Ambient temperature

2: 90 percent / RuO₂ hydrate, 10percent aqueous NaIO₄ / ethyl acetate / 1 h / Ambient temperature

3: 1.) n-butyllithium, diisopropylamine / 1.) THF, -78 deg C, 30 min; 2.) THF, -78 deg C, 1h; 3.) room temperature, 1h

4: 78 percent / p-toluenesulphonic acid / methanol / 2 h / Ambient temperature

With dmap; ruthenium(IV) oxide; sodium periodate; n-butyllithium; TEA; toluene-4-sulfonic acid; diisopropylamine; In methanol; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 59936-29-7
(S)-N-(tert-butoxycarbonyl)proline methyl ester

: 108732-22-5
(2S)-1-tert-butyloxycarbonyl-4-benzyloxycarbonyl-2-hydroxymethyl-5-pyrrolidone

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / LiBH₄ / tetrahydrofuran / 15 h / 5 °C

2: 98 percent / TEA, 4-DMAP / dimethylformamide / 3 h / Ambient temperature

3: 90 percent / RuO₂ hydrate, 10percent aqueous NaIO₄ / ethyl acetate / 1 h / Ambient temperature

4: 1.) n-butyllithium, diisopropylamine / 1.) THF, -78 deg C, 30 min; 2.) THF, -78 deg C, 1h; 3.) room temperature, 1h

5: 78 percent / p-toluenesulphonic acid / methanol / 2 h / Ambient temperature

With dmap; ruthenium(IV) oxide; sodium periodate; lithium borohydride; n-butyllithium; TEA; toluene-4-sulfonic acid; diisopropylamine; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;