(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

Base Information

Chemical Name:(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate
CAS No.:191278-21-4
Molecular Formula:C₄₁H₄₃Br₂NO₅
Molecular Weight:789.604
Hs Code.:

Synonyms:(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

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Chemical Property of (1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

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Technology Process of (1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

There total 9 articles about (1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate 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:

: 191530-46-8
(8R,9R,10R)-8-phenyl-1-decalone

: 191278-21-4
(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) KOt-Bu / 1.) Et₂O, room temperature, 1 h, 2.) Et₂O, CH₂Cl₂, room temperature, 8 h

2: 1.) NBS, 2.) KOH / 1.) DME, H₂O, room temperature, 3 h, 2.) MeOH, H₂O, room temperature, 10 min

3: 84 percent / LiAlH₄ / diethyl ether / 1 h / Heating

4: 1.) MeLi, HMPA / 1.) toluene, Et₂O, room temperature, 30 min; 80 deg C, 3 h, 2.) toluene, 0 deg C, 3 h; room temperature, 5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; potassium tert-butylate; methyllithium; In diethyl ether;
DOI:10.1021/jo970082i

Reference yield:

: 104197-81-1
(1S*,8R*,9R*,10R*)-8-phenyl-1-decalol

: 191278-21-4
(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

Guidance literature:: Multi-step reaction with 8 steps

1: 74 percent / pyridine / 4 h / Heating

2: 35 percent / diethyl cyanophosphate, Et₃N / dimethylformamide / 1.) 0 deg C, 30 min, 2.) room temperature, 5 h

3: 89 percent / KOH / ethanol / 7 h / Heating

4: 91 percent / Jones reagent / acetone / 1 h / 0 °C

5: 1.) KOt-Bu / 1.) Et₂O, room temperature, 1 h, 2.) Et₂O, CH₂Cl₂, room temperature, 8 h

6: 1.) NBS, 2.) KOH / 1.) DME, H₂O, room temperature, 3 h, 2.) MeOH, H₂O, room temperature, 10 min

7: 84 percent / LiAlH₄ / diethyl ether / 1 h / Heating

8: 1.) MeLi, HMPA / 1.) toluene, Et₂O, room temperature, 30 min; 80 deg C, 3 h, 2.) toluene, 0 deg C, 3 h; room temperature, 5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; jones reagent; diethyl cyanophosphonate; potassium tert-butylate; methyllithium; triethylamine; In pyridine; diethyl ether; ethanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo970082i

Reference yield:

: 35031-38-0
3-(2-benzyloxy-3,5-dibromo-4-methoxyphenyl)-2-benzyloxyiminopropanoic acid

: 191278-21-4
(1S,8R,9R,10R)-1-methyl-8-phenyl-1-decalyl 2-[(benzyloxy)imino]-3-[2-(benzyloxy)-3,5-dibromo-4-methoxyphenyl]propionate

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / DCC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) room temperature, 4 h

2: 1.) MeLi, HMPA / 1.) toluene, Et₂O, room temperature, 30 min; 80 deg C, 3 h, 2.) toluene, 0 deg C, 3 h; room temperature, 5 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; methyllithium; dicyclohexyl-carbodiimide; In dichloromethane;
DOI:10.1021/jo970082i