(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

Base Information

Chemical Name:(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester
CAS No.:138971-83-2
Molecular Formula:C₂₇H₃₉NO₆
Molecular Weight:473.61
Hs Code.:

Synonyms:(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

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Chemical Property of (E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

There total 15 articles about (E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl 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:

: 113009-25-9
1,1,-Cyclohexanediacetic acid monobenzyl ester

: 138971-83-2
(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: (COCl)2 / toluene / Ambient temperature

2: diethyl ether / 0 °C

3: AgOCOPh, Et₃N / Ambient temperature

4: H₂ / Pd/C / methanol

5: 1.) LDA / 1.) THF, -78 deg C to -20 deg C, 2.) -78 deg C

6: NaIO₄ / methanol / 0 °C

7: CaCO₃ / toluene / Heating

8: 1.) 1 N aq. NaOH, 2.) 1 N aq. HCl / 1.) MeOH, room temperature, 2.) room temperature

9: DCC, DMAP / CH₂Cl₂

10: 99 percent / TFA / CH₂Cl₂ / Ambient temperature

11: (COCl)2 / toluene / Ambient temperature

12: NaBH₄ / tetrahydrofuran / 0 °C

13: 1.) CCl₄, n-Bu₃P, 2.) NaI / 1.) 0 deg C to room temperature, 2.) acetone, reflux

14: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 deg C to room temperature

15: 1 N aq. HCl / CH₂Cl₂ / Ambient temperature

16: Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; tributylphosphine; hydrogen; silver benzoate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; calcium carbonate; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4039(91)80476-M

Reference yield:

: (1-Chlorocarbonylmethyl-cyclohexyl)-acetic acid benzyl ester

: 138971-83-2
(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: diethyl ether / 0 °C

2: AgOCOPh, Et₃N / Ambient temperature

3: H₂ / Pd/C / methanol

4: 1.) LDA / 1.) THF, -78 deg C to -20 deg C, 2.) -78 deg C

5: NaIO₄ / methanol / 0 °C

6: CaCO₃ / toluene / Heating

7: 1.) 1 N aq. NaOH, 2.) 1 N aq. HCl / 1.) MeOH, room temperature, 2.) room temperature

8: DCC, DMAP / CH₂Cl₂

9: 99 percent / TFA / CH₂Cl₂ / Ambient temperature

10: (COCl)2 / toluene / Ambient temperature

11: NaBH₄ / tetrahydrofuran / 0 °C

12: 1.) CCl₄, n-Bu₃P, 2.) NaI / 1.) 0 deg C to room temperature, 2.) acetone, reflux

13: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 deg C to room temperature

14: 1 N aq. HCl / CH₂Cl₂ / Ambient temperature

15: Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; tributylphosphine; hydrogen; silver benzoate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; calcium carbonate; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4039(91)80476-M

Reference yield:

: 3-(1-Benzyloxycarbonylmethyl-cyclohexyl)-propionic acid

: 138971-83-2
(E)-5-(1-Benzyloxycarbonylmethyl-cyclohexyl)-2-tert-butoxycarbonylamino-pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: AgOCOPh, Et₃N / Ambient temperature

2: H₂ / Pd/C / methanol

3: 1.) LDA / 1.) THF, -78 deg C to -20 deg C, 2.) -78 deg C

4: NaIO₄ / methanol / 0 °C

5: CaCO₃ / toluene / Heating

6: 1.) 1 N aq. NaOH, 2.) 1 N aq. HCl / 1.) MeOH, room temperature, 2.) room temperature

7: DCC, DMAP / CH₂Cl₂

8: 99 percent / TFA / CH₂Cl₂ / Ambient temperature

9: (COCl)2 / toluene / Ambient temperature

10: NaBH₄ / tetrahydrofuran / 0 °C

11: 1.) CCl₄, n-Bu₃P, 2.) NaI / 1.) 0 deg C to room temperature, 2.) acetone, reflux

12: 1.) LDA / 1.) THF, -78 deg C, 2.) -78 deg C to room temperature

13: 1 N aq. HCl / CH₂Cl₂ / Ambient temperature

14: Et₃N / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; tetrachloromethane; dmap; sodium hydroxide; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; tributylphosphine; hydrogen; silver benzoate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; calcium carbonate; sodium iodide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/0040-4039(91)80476-M