(S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one

Base Information

• Chemical Name: (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one
• CAS No.: 187829-92-1
• Molecular Formula: C₃₄H₃₈N₂O₃S
• Molecular Weight: 554.753

Synonyms:(S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one

Chemical Property of (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one

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Technology Process of (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one

There total 3 articles about (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one 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:

2,6-dimethylbenzoic acid (632-46-2) → (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one (187829-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / B(OMe)3, BMS / tetrahydrofuran / 72 h / Ambient temperature

2: 98 percent / PBr₃ / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 5 min, 2.) THF, HMPA, hexane, a) -78 deg C, 15 min, 2.) RT, 2 h

With n-butyllithium; Trimethyl borate; dimethylsulfide borane complex; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0968-0896(96)00230-1

Reference yield:

2,6-dimethylbenzyl alcohol (62285-58-9) → (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one (187829-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / PBr₃ / CH₂Cl₂ / 16 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 5 min, 2.) THF, HMPA, hexane, a) -78 deg C, 15 min, 2.) RT, 2 h

With n-butyllithium; phosphorus tribromide; In dichloromethane;

DOI:10.1016/S0968-0896(96)00230-1

Reference yield:

2,6-dimethylbenzyl bromide (83902-02-7) + 2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01.5]dec-4-yl)ethanone (138566-17-3) → (S)-2-(Benzhydrylidene-amino)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(2,6-dimethyl-phenyl)-propan-1-one (187829-92-1)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, HMPA, hexane, -78 deg C, 5 min, 2.) THF, HMPA, hexane, a) -78 deg C, 15 min, 2.) RT, 2 h;

DOI:10.1016/S0968-0896(96)00230-1

upstream raw materials:

2,6-dimethylbenzyl bromide

2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1.5]dec-4-yl)ethanone

2,6-dimethylbenzoic acid

2,6-dimethylbenzyl alcohol

Downstream raw materials:

α-(S)-2',6'-dimethylphenylalanine

N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-phenylalanine

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