{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester
CAS No.:206360-70-5
Molecular Formula:C₃₅H₄₅N₅O₆
Molecular Weight:631.772
Hs Code.:

{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Synonyms:{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

There total 10 articles about {(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic 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:

: 2094-72-6
1-Adamantanecarbonyl chloride

: 206360-70-5
{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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

6: 85 percent / p-TsOH, H₂ / 10percent Pd/C / methanol / 1 h / 23 °C / 3040 Torr

7: TFA / CH₂Cl₂ / 1 h / 23 °C

8: acetonitrile / 15 h / 23 °C

With sodium dithionite; dimethylsulfide borane complex; hydrogen; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; toluene; acetonitrile;
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

: 206360-70-5
{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 85 percent / p-TsOH, H₂ / 10percent Pd/C / methanol / 1 h / 23 °C / 3040 Torr

4: TFA / CH₂Cl₂ / 1 h / 23 °C

5: acetonitrile / 15 h / 23 °C

With hydrogen; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0014-827X(97)00004-9

Reference yield:

: 88-74-4
2-nitro-aniline

: 206360-70-5
{(R)-2-[5-Adamantan-1-ylmethyl-2,4-dioxo-3-(3-phenyl-ureido)-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-1-hydroxymethyl-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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

6: 85 percent / p-TsOH, H₂ / 10percent Pd/C / methanol / 1 h / 23 °C / 3040 Torr

7: TFA / CH₂Cl₂ / 1 h / 23 °C

8: acetonitrile / 15 h / 23 °C

With sodium dithionite; dimethylsulfide borane complex; hydrogen; sodium cyanoborohydride; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; toluene; acetonitrile;
DOI:10.1016/S0014-827X(97)00004-9