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

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Chemical Name:(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionic acid
CAS No.:156706-62-6
Molecular Formula:C₂₈H₃₄Cl₂IN₃O₇
Molecular Weight:722.404
Hs Code.:

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

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

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

There total 7 articles about (S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-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: 88.0%

: 156706-60-4
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionic acid methyl ester

: 156706-62-6
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionic acid

Guidance literature:: With lithium hydroxide; water; In methanol; at 0 ℃; for 12h;
DOI:10.1016/S0040-4039(00)75846-1 DOI:10.3987/COM-97-S41

Reference yield:

: 15761-38-3
L-N-Boc-Ala

: 156706-62-6
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / Et₃N, bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 64.5 h / 4 °C

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

3: 88 percent / LiOH, H₂O / methanol / 12 h / 0 °C

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

Reference yield:

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

: 156706-62-6
(S)-2-{(R)-2-[((S)-2-tert-Butoxycarbonylamino-propionyl)-methyl-amino]-3-[4-(2,6-dichloro-benzyloxy)-3-iodo-phenyl]-propionylamino}-propionic acid

Guidance literature:: Multi-step reaction with 6 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

3: TFA / CH₂Cl₂ / 0.75 h / Ambient temperature

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

5: 76 percent / I₂, Hg(OAc)2 / acetic acid / Ambient temperature

6: 88 percent / LiOH, H₂O / methanol / 12 h / 0 °C

With lithium hydroxide; diethyl cyanophosphonate; mercury(II) diacetate; water; iodine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-97-S41