(S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester
• CAS No.: 158804-98-9
• Molecular Formula: C₂₄H₃₆N₂O₇
• Molecular Weight: 464.559

Synonyms:(S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester

Chemical Property:

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Technology Process of (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester

There total 3 articles about (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl 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:

α-tert-butyl N-(benzyloxycarbonyl)-N-methylglycinate (101644-79-5) → (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester (158804-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / H₂ / 10percent Pd/C / ethyl acetate / 2.5 h

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 4 h

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm960878u

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester (158804-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NMM / tetrahydrofuran / 0.17 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 4 h

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1021/jm960878u

Reference yield:

sarcosine tert-butyl ester (5616-81-9) + (S)-2-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester → (S)-2-Benzyloxycarbonylamino-4-(tert-butoxycarbonylmethyl-methyl-carbamoyl)-butyric acid tert-butyl ester (158804-98-9)

Guidance literature:

In tetrahydrofuran; Yield given; 1.) -20 deg C, 10 min, 2.) RT, 4 h;

DOI:10.1021/jm960878u

upstream raw materials:

sarcosine tert-butyl ester

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

α-tert-butyl N-(benzyloxycarbonyl)-N-methylglycinate

Downstream raw materials:

(S)-4-(tert-Butoxycarbonylmethyl-methyl-carbamoyl)-2-{4-[(2-methyl-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-butyric acid tert-butyl ester

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