3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl

Base Information

• Chemical Name: 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl
• CAS No.: 172542-54-0
• Molecular Formula: C₄₅H₅₀N₂O₄S
• Molecular Weight: 714.969

Synonyms:3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl

Chemical Property of 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl

Chemical Property:

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Technology Process of 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl

There total 10 articles about 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl 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: 41.0%

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal (149910-63-4) + 3'-Aminomethyl-biphenyl-3-carboxylic acid tert-butyl ester (180977-31-5) → 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl (172542-54-0)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; Ambient temperature;

DOI:10.1021/jm950414g

Reference yield:

methyl 3-bromobenzoate (618-89-3) → 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl (172542-54-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 79 percent / aq. K₂CO₃, Pd(OAc)2 / acetone / Heating

2: 97 percent

3: 1.) n-BuLi / 1.) hexane, RT, 5 min, 2.) THF, hexane, RT, overnight

4: 1.) N-bromosuccinimide, dibenzoyl peroxide, 2.) sodium azide / 1.) CCl₄, reflux, 1.5 h, 2.) DMSO, 80 deg C, 4 h

5: 73 percent / H₂ / 5percent Pd/BaSO₄ / methanol / 760 Torr

6: 41 percent / sodium cyanoborohydride, acetic acid / methanol / Ambient temperature

With palladium diacetate; N-Bromosuccinimide; n-butyllithium; sodium azide; hydrogen; sodium cyanoborohydride; potassium carbonate; acetic acid; dibenzoyl peroxide; Pd-BaSO₄; In methanol; acetone;

DOI:10.1021/jm950414g

Reference yield:

3-(3-Methylphenyl)benzoic acid (158619-46-6) → 3-<-3-<(triphenylmethyl)thio>propyl>amino>methyl>-3'-(tert-butoxycarbonyl)biphenyl (172542-54-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) hexane, RT, 5 min, 2.) THF, hexane, RT, overnight

2: 1.) N-bromosuccinimide, dibenzoyl peroxide, 2.) sodium azide / 1.) CCl₄, reflux, 1.5 h, 2.) DMSO, 80 deg C, 4 h

3: 73 percent / H₂ / 5percent Pd/BaSO₄ / methanol / 760 Torr

4: 41 percent / sodium cyanoborohydride, acetic acid / methanol / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; sodium azide; hydrogen; sodium cyanoborohydride; acetic acid; dibenzoyl peroxide; Pd-BaSO₄; In methanol;

DOI:10.1021/jm950414g

upstream raw materials:

N-α-(tert-butoxycarbonyl)-S-(triphenylmethyl)-L-cysteinal

3'-Aminomethyl-biphenyl-3-carboxylic acid tert-butyl ester

methyl 3-bromobenzoate

N-tert-butyloxycarbonyl-S-trityl-L-cysteine

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