(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

Base Information

Chemical Name:(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione
CAS No.:141345-64-4
Molecular Formula:C₃₂H₄₈N₄O₄
Molecular Weight:552.758
Hs Code.:

Synonyms:(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

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Chemical Property of (3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

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Technology Process of (3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

There total 10 articles about (3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione 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: 96.0%

: 141345-58-6
(3S,6R,10S,13R)-6,13-dimethyl-3,10-bis(1'-methylethyl)-6,13-bis(phenylmethoxy)-1,4,8,11-tetraazacyclotetradeca-7(E),14(E)-diene-5,12-dione

: 141345-64-4
(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

Guidance literature:: With hydrogen; palladium on activated charcoal; In dichloromethane; at 70 - 80 ℃; for 1440h; under 2327.2 Torr;
DOI:10.1021/ja00039a010

Reference yield:

: 2026-48-4,473-75-6
(S)-valinol

: 141345-64-4
(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

Guidance literature:: Multi-step reaction with 10 steps

1: aq. NaHCO₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: triethylamine / toluene / 0.17 h

3: aq. NaN₃, Bu₄NBr / toluene / 80 - 95 °C

4: 51 percent / H₂ / 10percent Pd/C / methanol / 144 h / 2068.6 Torr

5: silver cyanide / Heating

6: 0.75 g / triethylamine / tetrahydrofuran / 4 h / Ambient temperature

7: 54 percent / acetonitrile / 12 h / Irradiation

8: H₂, triethylamine / 5percent Pd/C / methanol / 0.07 h / 2327.2 Torr

9: 93 percent / (+/-)-camphorsulfonic acid / CH₂Cl₂ / 1 h / 100 °C

10: 96 percent / H₂ / 10percent Pd/C / CH₂Cl₂ / 1440 h / 70 - 80 °C / 2327.2 Torr

With sodium azide; silver cyanide; camphor-10-sulfonic acid; tetrabutylammomium bromide; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja00039a010

Reference yield:

: 40630-14-6
(S)-(+)-1,2-diamino-3-methylbutane

: 141345-64-4
(3S,6R,10S,13R)-6,13-dimethyl-6,13-bis(phenylmethoxy)-3,10-bis(1'-methylethyl)-1,4,8,11-tetraazacyclotetradecane-5,12-dione

Guidance literature:: Multi-step reaction with 6 steps

1: silver cyanide / Heating

2: 0.75 g / triethylamine / tetrahydrofuran / 4 h / Ambient temperature

3: 54 percent / acetonitrile / 12 h / Irradiation

4: H₂, triethylamine / 5percent Pd/C / methanol / 0.07 h / 2327.2 Torr

5: 93 percent / (+/-)-camphorsulfonic acid / CH₂Cl₂ / 1 h / 100 °C

6: 96 percent / H₂ / 10percent Pd/C / CH₂Cl₂ / 1440 h / 70 - 80 °C / 2327.2 Torr

With silver cyanide; camphor-10-sulfonic acid; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja00039a010