(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

Base Information

Chemical Name:(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester
CAS No.:82361-46-4
Molecular Formula:C₂₁H₃₀N₂O₈
Molecular Weight:438.478
Hs Code.:

Synonyms:(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

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Chemical Property of (2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

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Technology Process of (2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

There total 10 articles about (2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl 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:

: 23632-67-9
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

: 82361-46-4
(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 76 percent / SOCl₂ / Heating

2.1: 73 percent / LiAl(OtBu)3H / tetrahydrofuran / -78 °C

3.1: KHMDS / tetrahydrofuran / 0.25 h / -78 - -55 °C

3.2: 76 percent / tetrahydrofuran / -78 - -30 °C

4.1: 65 percent / LiHMDS / tetrahydrofuran / 0 °C

5.1: H₂ / Pd(OH)2/C / methanol

6.1: NaHCO₃ / tetrahydrofuran; H₂O / 1 h

7.1: TBAF / tetrahydrofuran / 20 °C

With thionyl chloride; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; lithium tri-t-butoxyaluminum hydride; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; water; 3.2: Wittig-Horner reaction;
DOI:10.1002/1099-0690(200208)2002:16<2710::AID-EJOC2710>3.0.CO;2-8

Reference yield:

: 160806-00-8
7-methyl 1-[2-(trimethylsilyl)ethyl] (2S,6R)-N^α-benzyloxycarbonyl-N^ε-(tert-butyloxycarbonyl)-2,6-diaminopimelate

: 82361-46-4
(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Yield given; Ambient temperature;
DOI:10.1016/0040-4039(94)88210-X

Reference yield:

: 89969-26-6
(S)-3-(3-benzyloxycarbonyl-5-oxo-1,3-oxazolidin-4-yl)propionaldehyde

: 82361-46-4
(2R,6S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-heptanedioic acid 7-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: KHMDS / tetrahydrofuran / 0.25 h / -78 - -55 °C

1.2: 76 percent / tetrahydrofuran / -78 - -30 °C

2.1: 65 percent / LiHMDS / tetrahydrofuran / 0 °C

3.1: H₂ / Pd(OH)2/C / methanol

4.1: NaHCO₃ / tetrahydrofuran; H₂O / 1 h

5.1: TBAF / tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; sodium hydrogencarbonate; lithium hexamethyldisilazane; palladium dihydroxide; In tetrahydrofuran; methanol; water; 1.2: Wittig-Horner reaction;
DOI:10.1002/1099-0690(200208)2002:16<2710::AID-EJOC2710>3.0.CO;2-8