(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

Base Information

Chemical Name:(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane
CAS No.:143507-99-7
Molecular Formula:C₂₇H₄₂Cl₃N₃O₁₀
Molecular Weight:675.004
Hs Code.:

(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

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Chemical Property of (9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

Chemical Property:

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Technology Process of (9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

There total 12 articles about (9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane 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:

: 23680-31-1
BOC-O-benzyl-L-serine

: 143507-99-7,143614-46-4
(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

Guidance literature:: Multi-step reaction with 3 steps

1: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH₂Cl₂ / 0 - 20 °C

2: H₂ / 10 percent Pd/C / methanol / 760 Torr

3: 4-(dimethylamino)pyridine (DMAP), 4-(dimethylamino)pyridine hydrochloride, 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran; CHCl₃ / 19 h / Heating

With 4-methyl-morpholine; dmap; hydrogen; 4-(dimethylamino)pyridine hydrochloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/jm00099a004

Reference yield:

: 133617-19-3,946390-77-8
2-(4-(benzyloxy)butyl)oxirane

: 143507-99-7,143614-46-4
(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

Guidance literature:: Multi-step reaction with 11 steps

1: lithium azide / dimethylformamide

2: H₂ / Raney nickel / methanol

3: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

4: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

5: H₂ / 10 percent Pd/C / methanol / 760 Torr

6: pyridinium dichromate (PDC) / dimethylformamide / 48 h

7: 45 percent / potassium carbonate / acetone / 6 h / Heating

8: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

9: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH₂Cl₂ / 0 - 20 °C

10: H₂ / 10 percent Pd/C / methanol / 760 Torr

11: 4-(dimethylamino)pyridine (DMAP), 4-(dimethylamino)pyridine hydrochloride, 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran; CHCl₃ / 19 h / Heating

With 4-methyl-morpholine; dmap; dipyridinium dichromate; lithium azide; hydrogen; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00099a004

Reference yield:

: 1-Amino-6-benzyloxy-hexan-2-ol

: 143507-99-7,143614-46-4
(9S,12S,13R)-12-(cyclohexylmethyl)-9-<<(1,1-dimethylethoxy)carbonyl>amino>-13-hydroxy-2-<<<(2,2,2-trichloroethoxy)carbonyl>amino>methyl>-6,10,14-trioxo-1,5-dioxa-11-azacyclotetradecane

Guidance literature:: Multi-step reaction with 9 steps

1: 87 percent / sodium bicarbonate / tetrahydrofuran; H₂O

2: 92 percent / 4-(dimethylamino)pyridine (DMAP), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / CH₂Cl₂ / 0 °C

3: H₂ / 10 percent Pd/C / methanol / 760 Torr

4: pyridinium dichromate (PDC) / dimethylformamide / 48 h

5: 45 percent / potassium carbonate / acetone / 6 h / Heating

6: trifluoroacetic acid (TFA) / CH₂Cl₂ / Ambient temperature

7: hydroxybenzotriazole monohydrate (HOBt), 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC), N-methylmorpholine (NMM) / CH₂Cl₂ / 0 - 20 °C

8: H₂ / 10 percent Pd/C / methanol / 760 Torr

9: 4-(dimethylamino)pyridine (DMAP), 4-(dimethylamino)pyridine hydrochloride, 3-ethyl-1-<3-(dimethylamino)propyl>carbodiimide (EDC) / tetrahydrofuran; CHCl₃ / 19 h / Heating

With 4-methyl-morpholine; dmap; dipyridinium dichromate; hydrogen; 4-(dimethylamino)pyridine hydrochloride; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00099a004