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

Base Information

Chemical Name:3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)biphenyl
CAS No.:145240-78-4
Molecular Formula:C₄₅H₄₇NO₈
Molecular Weight:729.87
Hs Code.:

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

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Chemical Property of 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)biphenyl

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Technology Process of 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)biphenyl

There total 14 articles about 3-<(S)-2-(tert-Butoxycarbonylamino)-2-(benzyloxycarbonyl)ethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)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: 82.0%

: 145240-77-3
3-<(S)-2-(tert-Butoxycarbonylamino)-2-carboxyethyl>-4,4'-dibenzyloxy-3'-(1,3-dioxan-2-yl)biphenyl

: 100-51-6,185532-71-2
benzyl alcohol

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

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In ethyl acetate; at -15 - 20 ℃; for 12h;
DOI:10.1039/c39910000275

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / BF₃*Et₂O / toluene / 3 h / Heating

3: 74 percent / N-bromosuccinimide, 2,6-lutidine / acetonitrile; CH₂Cl₂; H₂O / 0.17 h / 0 °C

4: 100 percent / tetramethylguanidine / tetrahydrofuran / 1) -70 deg C to r.t., overnight, 2) r.t., 1 d

5: 100 percent / LiOH / dioxane; H₂O / Ambient temperature

6: 100 percent / H₂ / (R,R)-*BF₄ / methanol / 72 h / 2250.2 Torr / Ambient temperature

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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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