2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid

Base Information

• Chemical Name: 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid
• CAS No.: 796034-27-0
• Molecular Formula: C₂₃H₃₄N₂O₈S
• Molecular Weight: 498.598

Synonyms:2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid

Chemical Property of 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid

Chemical Property:

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Technology Process of 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid

There total 3 articles about 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid 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: 94.0%

2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid methyl ester (731002-69-0) → 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid (796034-27-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.04.072

Reference yield:

N-[(tert-butyloxy)carbonyl]-L-homocysteine methyl ester (690637-98-0) → 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid (796034-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / dimethylformamide

2: DIEA; TBTU / acetonitrile

3: 92 percent / aq. NaIO₄ / tetrahydrofuran

4: 94 percent / aq. NaOH / tetrahydrofuran

With sodium hydroxide; sodium periodate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2004.04.072

Reference yield:

4-(3-tert-butoxycarbonylamino-3-methoxycarbonyl-propylsulfanylmethyl)-benzoic acid → 2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid (796034-27-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DIEA; TBTU / acetonitrile

2: 92 percent / aq. NaIO₄ / tetrahydrofuran

3: 94 percent / aq. NaOH / tetrahydrofuran

With sodium hydroxide; sodium periodate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.bmcl.2004.04.072

upstream raw materials:

2-tert-butoxycarbonylamino-4-[4-(tert-butoxycarbonylmethyl-carbamoyl)-phenylmethanesulfinyl]-butyric acid methyl ester

N-[(tert-butyloxy)carbonyl]-L-homocysteine methyl ester

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