(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

Base Information

Chemical Name:(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid
CAS No.:873869-14-8
Molecular Formula:C₂₁H₂₇NO₆Si
Molecular Weight:417.534
Hs Code.:

Synonyms:(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

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Chemical Property of (R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

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Technology Process of (R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

There total 5 articles about (R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic 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: 85.0%

: 877265-46-8
[(R)-1-(2,5-Dimethoxy-4-trimethylsilanyl-phenyl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 873869-14-8
(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; In acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2005.10.105

Reference yield:

: 877264-81-8
(R)-2-Amino-2-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-ethanol

: 873869-14-8
(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: acetone; H₂O

2: 74 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

3: 85 percent / sodium chlorite; NaH₂PO₄ / acetonitrile; 2-methyl-propan-2-ol; various solvent(s)

With sodium chlorite; sodium dihydrogenphosphate; Dess-Martin periodane; In dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol; 2: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2005.10.105

Reference yield:

: 873869-00-2
4-(2-hydroxy-5-methoxy-4-trimethylsilanyl-phenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 873869-14-8
(R)-Benzyloxycarbonylamino-(2,5-dimethoxy-4-trimethylsilanyl-phenyl)-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / KOH / dimethylsulfoxide / 2 h

2: p-toluenesulfonic acid / tetrahydrofuran; CH₂Cl₂ / 12 h / 20 °C

3: acetone; H₂O

4: 74 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.33 h / 20 °C

5: 85 percent / sodium chlorite; NaH₂PO₄ / acetonitrile; 2-methyl-propan-2-ol; various solvent(s)

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; acetone; acetonitrile; tert-butyl alcohol; 4: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2005.10.105