methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

Base Information

Chemical Name:methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid
CAS No.:488835-81-0
Molecular Formula:C₂₂H₂₇NO₆
Molecular Weight:401.459
Hs Code.:

Synonyms:methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

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Chemical Property of methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

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Technology Process of methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

There total 8 articles about methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic 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:

: methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionate

: 488835-81-0
methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 - 23 ℃;
DOI:10.1021/ja0432113

Reference yield:

: [(1R,2R)-2-(4-Benzyloxy-phenyl)-1-formyl-2-methoxy-ethyl]-carbamic acid tert-butyl ester

: 488835-81-0
methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

Guidance literature:: With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 - 20 ℃;
DOI:10.1021/jo0258352

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 488835-81-0
methyl (2R,3R)-3-(4-benzyloxyphenyl)-2-tert-butoxycarbonylamino-3-methoxypropionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: LiBr; n-BuLi / tetrahydrofuran / 0.75 h / -78 °C

1.2: tetrahydrofuran / 4 h / -78 °C

1.3: 1.48 g / Dess-Martin periodinane / CH₂Cl₂ / 19 h / 20 °C

2.1: K-Selectride / tetrahydrofuran / 36 h / -70 °C

2.2: NaOH; H₂O₂ / tetrahydrofuran / 3 h / -15 °C

3.1: 97 percent / NaH / tetrahydrofuran; various solvent(s) / 10 h / 0 - 20 °C

4.1: 79 percent / p-TsOH*H₂O / methanol / 4 h / 20 °C

5.1: triethylamine; pyridine-sulfur trioxide complex; dimethylsulfoxide / CH₂Cl₂ / 0.17 h / -15 °C

6.1: 978 mg / 2-methyl-2-butene; potassium dihydrogenphosphate; sodium chlorite / H₂O; 2-methyl-propan-2-ol / 0 - 20 °C

With sodium chlorite; potassium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; sulfur trioxide pyridine complex; sodium hydride; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo0258352