(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

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Chemical Name:(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester
CAS No.:244048-06-4
Molecular Formula:C₃₃H₄₇NO₉S
Molecular Weight:633.803
Hs Code.:

Synonyms:(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

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Chemical Property of (3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

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Technology Process of (3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

There total 6 articles about (3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic 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: 93.0%

: 108-24-7
acetic anhydride

: 244048-03-1
(3RS)-phenylsulfonyl-(4RS)-hydroxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

: 244048-06-4
(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

Guidance literature:: With dmap; In pyridine; at 20 ℃; for 3h;
DOI:10.1016/S0040-4039(99)01139-9

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 244048-06-4
(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / K₂CO₃ / dimethylformamide / 6 h / 20 °C

2: 83 percent / NaBH₄ / methanol / 3 h / -10 °C

3: 93 percent / DMAP / pyridine / 3 h / 20 °C

With dmap; sodium tetrahydroborate; potassium carbonate; In pyridine; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Acetylation;
DOI:10.1016/S0040-4039(99)01139-9

Reference yield:

: 30845-22-8
methyl 2(S)-<(tert-butyloxycarbonyl)amino>-3-<(4-tert-butyloxy)phenyl>propanoate

: 244048-06-4
(3RS)-phenylsulfonyl-(4RS)-acetoxy-(5S)-[(tert-butyloxy)carbonylamino]-6-[(4-tert-butyloxy)phenyl]hexanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / tetrahydrofuran

2: 78 percent / K₂CO₃ / dimethylformamide / 6 h / 20 °C

3: 83 percent / NaBH₄ / methanol / 3 h / -10 °C

4: 93 percent / DMAP / pyridine / 3 h / 20 °C

With dmap; sodium tetrahydroborate; potassium carbonate; In tetrahydrofuran; pyridine; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Reduction / 4: Acetylation;
DOI:10.1016/S0040-4039(99)01139-9