methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester

Base Information

• Chemical Name: methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester
• CAS No.: 922722-29-0
• Molecular Formula: C₁₉H₃₁NO₅S
• Molecular Weight: 385.525

Synonyms:methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester

Chemical Property of methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester

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Technology Process of methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester

There total 4 articles about methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-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: 65.0%

(1-benzyl-2-hydroxy-4-methyl-pentyl)-carbamic acid tert-butyl ester (922722-25-6) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester (922722-29-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm060754+

Reference yield:

(1-benzyl-4-methyl-2-oxo-pentyl)-carbamic acid tert-butyl ester (922722-21-2) → methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester (922722-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / NaBH₄ / methanol / -22 - 20 °C

2: 65 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm060754+

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → methanesulfonic acid 1-(1-tert-butoxycarbonylamino-2-phenyl-ethyl)-3-methyl-butyl ester (922722-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2.5 h / 20 °C

2: 65 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm060754+

upstream raw materials:

(1-benzyl-2-hydroxy-4-methyl-pentyl)-carbamic acid tert-butyl ester

methanesulfonyl chloride

(1-benzyl-4-methyl-2-oxo-pentyl)-carbamic acid tert-butyl ester

Boc-L-phenylalaninal

Downstream raw materials:

2-azido-1-benzyl-4-methyl-pentylamine

[(1S,2S)-2-azido-1-benzyl-2-isobutylethyl]carbamic acid tert-butyl ester

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