((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Base Information

Chemical Name:((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester
CAS No.:126383-89-9
Molecular Formula:C₃₅H₃₈N₂O₈
Molecular Weight:614.695
Hs Code.:

((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

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Chemical Property of ((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

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Technology Process of ((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

There total 21 articles about ((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid 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:

: 3978-80-1
Boc-Tyr-OH

: 126383-89-9
((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 82 percent / LiAlH₄ / diethyl ether

2: 87 percent / p-toluenesulfonic acid / acetone

3: 82 percent / DCC, DMAP

4: 64 percent / Tebbe's reagent / toluene

5: 46 percent / toluene / 120 °C

6: DDQ

7: 68 percent / methanol, p-toluenesulfonic acid / Ambient temperature

8: 100 percent / Et₃N, DMAP / CH₂Cl₂

9: 93 percent / NaBH₄ / methanol

10: 1.) thiocarbonyl diimidazole, DMAP, 2.) n-Bu₃SnH, AIBN / 2.) toluene

11: 100 percent / n-Bu₄NF / tetrahydrofuran

12: 1.) trifluoroacetic acid, 2.) NaHCO₃ / 1.) CH₂Cl₂, 2.) THF

With methanol; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; Tebbe's reagent; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; di(1H-imidazol-2-yl)methanethione; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene;
DOI:10.1021/jo00048a005

Reference yield:

: 83345-46-4,282100-80-5
N-(tert-butyloxycarbonyl)-L-tyrosinol

: 126383-89-9
((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / p-toluenesulfonic acid / acetone

2: 82 percent / DCC, DMAP

3: 64 percent / Tebbe's reagent / toluene

4: 46 percent / toluene / 120 °C

5: DDQ

6: 68 percent / methanol, p-toluenesulfonic acid / Ambient temperature

7: 100 percent / Et₃N, DMAP / CH₂Cl₂

8: 93 percent / NaBH₄ / methanol

9: 1.) thiocarbonyl diimidazole, DMAP, 2.) n-Bu₃SnH, AIBN / 2.) toluene

10: 100 percent / n-Bu₄NF / tetrahydrofuran

11: 1.) trifluoroacetic acid, 2.) NaHCO₃ / 1.) CH₂Cl₂, 2.) THF

With methanol; dmap; sodium tetrahydroborate; Tebbe's reagent; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; di(1H-imidazol-2-yl)methanethione; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene;
DOI:10.1021/jo00048a005

Reference yield:

: 143817-58-7
N-(tert-butoxycarbonyl)-2,2-dimethyl-4-(4-hydroxyphenyl)-1,3-oxazolidine

: 126383-89-9
((S)-2-{3-[4-((S)-2-Benzyloxycarbonylamino-3-hydroxy-propyl)-phenoxy]-4-methoxy-phenyl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 82 percent / DCC, DMAP

2: 64 percent / Tebbe's reagent / toluene

3: 46 percent / toluene / 120 °C

4: DDQ

5: 68 percent / methanol, p-toluenesulfonic acid / Ambient temperature

6: 100 percent / Et₃N, DMAP / CH₂Cl₂

7: 93 percent / NaBH₄ / methanol

8: 1.) thiocarbonyl diimidazole, DMAP, 2.) n-Bu₃SnH, AIBN / 2.) toluene

9: 100 percent / n-Bu₄NF / tetrahydrofuran

10: 1.) trifluoroacetic acid, 2.) NaHCO₃ / 1.) CH₂Cl₂, 2.) THF

With methanol; dmap; sodium tetrahydroborate; Tebbe's reagent; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; di(1H-imidazol-2-yl)methanethione; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00048a005