(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:206360-68-1
Molecular Formula:C₃₇H₄₇N₅O₅
Molecular Weight:641.811
Hs Code.:

(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Synonyms:(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 7 articles about (R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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: 62.0%

: 19288-90-5
2-(phenylhydrazono)-propanedioyl dichloride

: 206360-67-0
(R)-4-({2-[(Adamantan-1-ylmethyl)-amino]-phenylamino}-methyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 206360-68-1
(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With potassium carbonate; In tetrahydrofuran; at 80 ℃; for 2h;
DOI:10.1016/S0014-827X(97)00004-9

Reference yield:

: 102308-32-7
(4S)-4-formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 206360-68-1
(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / NaBH₃CN, AcOH / methanol / 1 h / 23 °C

2: 62 percent / K₂CO₃ / tetrahydrofuran / 2 h / 80 °C

With sodium cyanoborohydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol;
DOI:10.1016/S0014-827X(97)00004-9

Reference yield:

: 2094-72-6
1-Adamantanecarbonyl chloride

: 206360-68-1
(R)-4-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(phenyl-hydrazono)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / Et₃N / acetone / 1.) 23 deg C, 22 h, 2.) 70 deg C, 3 h

2: 54 percent / BH₃*Me₂S / toluene / 1.) 10 deg C, 15 min, 2.) 110 deg C, 1 h

3: 81 percent / Na₂S₂O₄, K₂CO₃ / aq. ethanol / 0.5 h / 23 °C

4: 54 percent / NaBH₃CN, AcOH / methanol / 1 h / 23 °C

5: 62 percent / K₂CO₃ / tetrahydrofuran / 2 h / 80 °C

With sodium dithionite; dimethylsulfide borane complex; sodium cyanoborohydride; potassium carbonate; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; acetone; toluene;
DOI:10.1016/S0014-827X(97)00004-9