(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

Base Information

Chemical Name:(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
CAS No.:156706-64-8
Molecular Formula:C₄₈H₆₂Cl₂IN₃O₁₀
Molecular Weight:1038.84
Hs Code.:

(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

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Chemical Property of (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

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Technology Process of (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

There total 23 articles about (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 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: 95.0%

: 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

: 156767-16-7
(E)-(2S,6R,8R)-8-Hydroxy-2,4,6-trimethyl-non-4-enoic acid 4-methoxy-benzyl 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:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 36h; Ambient temperature;
DOI:10.1016/S0040-4039(00)75846-1

Reference yield:

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

: 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 4 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

4: 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; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.3987/COM-97-S41

Reference yield:

: 117289-84-6
(E)-(2S,6R,8S)-8-{[tert-butyl(dimethyl)silyl]oxy}-2,4,6-trimethylnon-4-enoic acid

: 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 4 steps

1: 85 percent / DCC, DMAP / CH₂Cl₂ / 0 deg C, 1 h; RT, 24 h

2: 84 percent / TBAF / tetrahydrofuran / 16 h / Ambient temperature

3: 1) PPh₃, DEAD, HCOOH, 2) MeOH, aq. NaHCO₃ / 1) Et₂O, 0 deg C 10 min then RT, 1 h

4: 95 percent / PPh₃, DEAD / tetrahydrofuran / 0 deg C, 30 min; RT, 36 h

With methanol; dmap; formic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.3987/COM-97-S41