(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
CAS No.:176685-38-4
Molecular Formula:C₂₇H₃₂N₂O₇
Molecular Weight:496.56
Hs Code.:

Synonyms:(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of (S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

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Technology Process of (S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

There total 1 articles about (S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester 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: 96.0%

: 922-67-8
propynoic acid methyl ester

: (3S)-3-acetoxymethyl-5-amino-6-benzyloxy-1-(t-butoxycarbonyl)-2,3-dihydroindole

: 176685-38-4
(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: In methanol; 0 deg C - r.t., overnight;
DOI:10.3987/COM-97-7920

Reference yield: 23.0%

: 176685-38-4
(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

: 176685-39-5
(S)-8-Acetoxymethyl-4-benzyloxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-1,6-dicarboxylic acid 6-tert-butyl ester 1-methyl ester

Guidance literature:: With palladium diacetate; In N,N-dimethyl acetamide; at 70 ℃;
DOI:10.3987/COM-97-7920

Reference yield:

: 176685-38-4
(S)-3-Acetoxymethyl-6-benzyloxy-5-((E)-2-methoxycarbonyl-vinylamino)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

: 69866-21-3
CC-1065

Guidance literature:: Multi-step reaction with 7 steps

1: 23 percent / Pd(OAc)2 / N,N-dimethyl-acetamide / 70 °C

2: 48 percent / Me₂SBH₃ / tetrahydrofuran / 19 h / Heating

3: 82 percent / PPh₃, CCl₄ / CH₂Cl₂ / 7 h / Ambient temperature

4: 88 percent / 25percent HCO₂NH₄ / 10percentPd-C / tetrahydrofuran / 6 h / 0 °C

5: 3M HCl / ethyl acetate / 1 h / Ambient temperature

6: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

7: 45 percent / DBU / acetonitrile / 4 h / Ambient temperature

With hydrogenchloride; tetrachloromethane; palladium diacetate; dimethylsulfide borane complex; ammonium formate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; 10% palladium on active carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3987/COM-97-7920