methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

Base Information

Chemical Name:methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate
CAS No.:837410-85-2
Molecular Formula:C₂₃H₃₂N₂O₇
Molecular Weight:448.516
Hs Code.:

Synonyms:methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

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Chemical Property of methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

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Technology Process of methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

There total 5 articles about methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate 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:

: 207863-56-7
N-tert-Butoxycarbonyl-α-(diethoxyphosphoryl)glycine methyl ester

: 607376-67-0
(S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid benzyl ester

: 837410-85-2
methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 0 - 20 ℃;
DOI:10.3987/COM-04-10206

Reference yield:

: 3160-47-2
N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester

: 837410-85-2
methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: HOBt; DCC / tetrahydrofuran / 0.5 h / 0 °C

1.2: 86 percent / NaBH₄ / tetrahydrofuran / 0.5 h / 0 °C

2.1: 87 percent / p-toluenesulfonic acid hydrate / acetone / 20 °C

3.1: 91 percent / NaBH₄; CaCl₂ / ethanol / 0 °C

4.1: SO₃*pyridine; Et₃N / CHCl₃; dimethylsulfoxide / 1 h / 0 °C

5.1: 8.0 g / DBU / CHCl₃ / 0 - 20 °C

With sodium tetrahydroborate; pyridine-SO₃ complex; benzotriazol-1-ol; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; calcium chloride; In tetrahydrofuran; ethanol; chloroform; dimethyl sulfoxide; acetone;
DOI:10.3987/COM-04-10206

Reference yield:

: 192517-47-8
methyl (3S)-3-[[(benzyloxy)carbonyl]amino]-4-hydroxybutanoate

: 837410-85-2
methyl (5S,2Z)-4-(3-benzyloxycarbonyl-2,2-dimethyl-1,3-oxazolidin-4-yl)-2-t-butoxycarbonylamino-2-butenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / p-toluenesulfonic acid hydrate / acetone / 20 °C

2: 91 percent / NaBH₄; CaCl₂ / ethanol / 0 °C

3: SO₃*pyridine; Et₃N / CHCl₃; dimethylsulfoxide / 1 h / 0 °C

4: 8.0 g / DBU / CHCl₃ / 0 - 20 °C

With sodium tetrahydroborate; pyridine-SO₃ complex; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; calcium chloride; In ethanol; chloroform; dimethyl sulfoxide; acetone;
DOI:10.3987/COM-04-10206