(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

Base Information

Chemical Name:(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid
CAS No.:134764-17-3
Molecular Formula:C₁₉H₂₉N₂O₇P
Molecular Weight:428.422
Hs Code.:

Synonyms:(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

Chemical Property:

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Technology Process of (S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

There total 6 articles about (S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic 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:

: 131066-49-4
N-<2(S)-<<<(N-carbobenzoxyamino)methyl>methoxyphosphinyl>methyl>-4-methylpentanoyl>-L-alanine methyl ester

: 134764-17-3
(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

Guidance literature:: With lithium hydroxide; In acetonitrile; for 48h; Ambient temperature;
DOI:10.1021/ja00001a043

Reference yield:

: 3070-69-7
methyl 2-(2-methylpropyl)acrylate

: 134764-17-3
(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: bis(trimethylsilyl)acetamide (BSA) / acetonitrile / Ambient temperature

2: acetonitrile; methanol; diethyl ether / 0 °C

3: 27 percent / 0.055 M borate buffer (pH 8.1) / 24 h / subtilisin Carlsberg (protease IV)

4: 1.) isobutyl chloroformate (IBCF), N-methylmorpholine / 1.) CH₃CN, -5 deg C, 3 min, 2.) a) -5 deg C, 2 h, b) RT, 2 h

5: 1 N aq. LiOH / acetonitrile / 48 h / Ambient temperature

With 4-methyl-morpholine; lithium hydroxide; borate buffer; bis-(trimethylsilyl)acetamide; isobutyl chloroformate; In methanol; diethyl ether; acetonitrile;
DOI:10.1021/ja00001a043

Reference yield:

: 131066-43-8
N-benzyloxycarbonylaminomethyl-H-phosphinic acid

: 134764-17-3
(S)-2-{(S)-2-[(Benzyloxycarbonylamino-methyl)-hydroxy-phosphinoylmethyl]-4-methyl-pentanoylamino}-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: bis(trimethylsilyl)acetamide (BSA) / acetonitrile / Ambient temperature

2: acetonitrile; methanol; diethyl ether / 0 °C

3: 27 percent / 0.055 M borate buffer (pH 8.1) / 24 h / subtilisin Carlsberg (protease IV)

4: 1.) isobutyl chloroformate (IBCF), N-methylmorpholine / 1.) CH₃CN, -5 deg C, 3 min, 2.) a) -5 deg C, 2 h, b) RT, 2 h

5: 1 N aq. LiOH / acetonitrile / 48 h / Ambient temperature

With 4-methyl-morpholine; lithium hydroxide; borate buffer; bis-(trimethylsilyl)acetamide; isobutyl chloroformate; In methanol; diethyl ether; acetonitrile;
DOI:10.1021/ja00001a043