(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

Base Information

Chemical Name:(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester
CAS No.:212776-44-8
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

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Chemical Property of (R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

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Technology Process of (R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

There total 7 articles about (R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl 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: 88.0%

: 75-36-5
acetyl chloride

: 212776-32-4
ethyl (R)-N-benzyloxycarbonyl-2-allylserinate

: 212776-44-8
(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(98)01123-X

Reference yield:

: 6829-40-9
aminomalonic acid diethyl ester

: 212776-44-8
(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / NaHCO₃ / H₂O; diethyl ether / Ambient temperature

2: NaH / H₂O; diethyl ether

3: porcine liver esterase, 1/15M phosphate buffer (pH_7.0) / H₂O; acetonitrile / 240 h / Ambient temperature

4: cyanuric fluoride, pyridine / CH₂Cl₂ / 0 °C

5: NaBH₄ / methanol / 0 °C

6: 88 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; porcine liver esterase; sodium tetrahydroborate; trifluoro-[1,3,5]triazine; phosphate buffer; sodium hydride; sodium hydrogencarbonate; In methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(98)01123-X

Reference yield:

: 3005-66-1
diethyl 2-benzyloxycarbonylaminomalonate

: 212776-44-8
(R)-2-Acetoxymethyl-2-benzyloxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / H₂O; diethyl ether

2: porcine liver esterase, 1/15M phosphate buffer (pH_7.0) / H₂O; acetonitrile / 240 h / Ambient temperature

3: cyanuric fluoride, pyridine / CH₂Cl₂ / 0 °C

4: NaBH₄ / methanol / 0 °C

5: 88 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; porcine liver esterase; sodium tetrahydroborate; trifluoro-[1,3,5]triazine; phosphate buffer; sodium hydride; In methanol; diethyl ether; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(98)01123-X