(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester
CAS No.:156706-56-8
Molecular Formula:C₂₆H₃₂Cl₂N₂O₆
Molecular Weight:539.456
Hs Code.:

Synonyms:(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

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Chemical Property of (S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

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Technology Process of (S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

There total 2 articles about (S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl 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: 98.0%

: 2491-20-5
L-alanine methyl ester hydrochloride

: 156706-55-7
N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-N-methyl-(R)-tyrosine

: 156706-56-8
(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; for 55h; Ambient temperature;
DOI:10.1016/S0040-4039(00)75846-1

Reference yield:

: 201334-88-5,69541-62-4
N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-(R)-tyrosine

: 156706-56-8
(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / NaH (60percent in oil) / tetrahydrofuran / 0 deg C, 30 min; RT, 56 h

2: 91 percent / diethyl phosphocyanidate, Et₃N / dimethylformamide / 0 deg C, 2 h; RT, 55 h

With diethyl cyanophosphonate; sodium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.3987/COM-97-S41

Reference yield:

: 156706-56-8
(S)-2-{(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[4-(2,6-dichloro-benzyloxy)-phenyl]-propionylamino}-propionic acid methyl ester

: 156706-64-8
(E)-(2S,6R,8S)-8-((S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionyloxy)-2,4,6-trimethyl-non-4-enoic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

2: 75 percent / Et₃N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 64.5 h / 4 °C

3: 76 percent / I₂, Hg(OAc)2 / acetic acid / Ambient temperature

4: 88 percent / LiOH, H₂O / methanol / 12 h / 0 °C

5: 95 percent / PPh₃, DEAD / tetrahydrofuran / 0 deg C, 30 min; RT, 36 h

With lithium hydroxide; mercury(II) diacetate; water; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.3987/COM-97-S41