3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

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Chemical Name:3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester
CAS No.:123836-79-3
Molecular Formula:C₂₈H₄₄N₂O₇Si
Molecular Weight:548.752
Hs Code.:

Synonyms:3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

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Chemical Property of 3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

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Technology Process of 3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

There total 7 articles about 3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl 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: 29.0%

: 123836-80-6,123836-81-7
3(R,S)-formyl-2(S)-((tert-butyloxycarbonyl)amino)-hexanoic acid (trimethylsilyl)ethyl ester

: 123836-78-2
L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride

: 123930-12-1
3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(R)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

: 123836-79-3
3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: With sodium acetate; sodium cyanoborohydride; In ethanol; 1) RT, 24 h, 2) 50 deg C, 24 h;
DOI:10.1021/jo00290a026

Reference yield:

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 123836-79-3
3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / 4-(dimethylamino)pyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 5 h / Ambient temperature

2: 2) 5N HCl, MeOH / cyclohexane, 1) 40 deg C, 18 h, 2) RT, 5 min

3: 77 percent / diisopropylethylamine / acetone / 16 h / Ambient temperature

4: 66 percent / decahydronaphthalene / 1 h / Heating

5: 75 percent / H₂ / 5percent Pd/BaSO₄ / ethyl acetate / 7 h / 760 Torr

6: 29 percent / sodium acetate, NaBH₃CN / ethanol / 1) RT, 24 h, 2) 50 deg C, 24 h

With hydrogenchloride; methanol; dmap; hydrogen; sodium acetate; sodium cyanoborohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; Pd-BaSO₄; In ethanol; dichloromethane; ethyl acetate; acetone; decalin;
DOI:10.1021/jo00290a026

Reference yield:

: 123836-67-9
N-(tert-butyloxycarbonyl)-L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester

: 123836-79-3
3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 2) 5N HCl, MeOH / cyclohexane, 1) 40 deg C, 18 h, 2) RT, 5 min

2: 77 percent / diisopropylethylamine / acetone / 16 h / Ambient temperature

3: 66 percent / decahydronaphthalene / 1 h / Heating

4: 75 percent / H₂ / 5percent Pd/BaSO₄ / ethyl acetate / 7 h / 760 Torr

5: 29 percent / sodium acetate, NaBH₃CN / ethanol / 1) RT, 24 h, 2) 50 deg C, 24 h

With hydrogenchloride; methanol; hydrogen; sodium acetate; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; Pd-BaSO₄; In ethanol; ethyl acetate; acetone; decalin;
DOI:10.1021/jo00290a026