3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

Base Information

Chemical Name:3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde
CAS No.:134038-82-7
Molecular Formula:C₄₂H₄₁NO₇
Molecular Weight:671.79
Hs Code.:

Synonyms:3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

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Chemical Property of 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

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Technology Process of 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

There total 18 articles about 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde 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: 84.0%

: 145240-78-4
3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)biphenyl

: 134038-82-7
3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

Guidance literature:: With water; pyridinium p-toluenesulfonate; In acetone; for 6h; Heating;
DOI:10.1039/c39910000275

Reference yield:

: 121124-94-5
2-benzyloxy-5-bromobenzaldehyde

: 134038-82-7
3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: KOtBu / CH₂Cl₂ / 14 h / -60 - 20 °C

2: Irradiation

3: H₂ / (+) / methanol / 72 h / 20 °C

With potassium tert-butylate; hydrogen; (+); In methanol; dichloromethane;

Reference yield:

: 134038-78-1
2-(2-Benzyloxy-5-iodophenyl)-1,3-dithian

: 134038-82-7
3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxybiphenyl-3'-carbaldehyde

Guidance literature:: Multi-step reaction with 7 steps

2: 74 percent / N-bromosuccinimide, 2,6-lutidine / acetonitrile; CH₂Cl₂; H₂O / 0.17 h / 0 °C

3: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

4: 100 percent / LiOH / dioxane; H₂O / Ambient temperature

5: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

6: 1) dicyclohexylcarbodiimide, 4-dimethylaminopyridine / 1) CH₂Cl₂, 0 deg C, 10 min, 2) 0 deg C, 1 h

7: 84 percent / pyridinium p-toluenesulfonate / acetone; H₂O / 6 h / Heating

With 2,6-dimethylpyridine; dmap; lithium hydroxide; N-Bromosuccinimide; 1,1,3,3-tetramethylguanidine; hydrogen; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; (R,R)-⁺BF4^-; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetone; acetonitrile;
DOI:10.1055/s-1992-26293