O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

Base Information

Chemical Name:O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol
CAS No.:685507-99-7
Molecular Formula:C₃₂H₄₃NO₆
Molecular Weight:537.697
Hs Code.:

Synonyms:O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

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Chemical Property of O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

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Technology Process of O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

There total 7 articles about O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol 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: 95.0%

: 108-24-7
acetic anhydride

: 685507-98-6
O-[(3R)-tert-butoxycarbonylamino-(2S)-hydroxy-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

: 685507-99-7
O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

Guidance literature:: With triethylamine; In diethyl ether; at 20 ℃; for 0.333333h;
DOI:10.1016/j.tetlet.2003.09.154 DOI:10.1021/jo0358269

Reference yield:

: 84312-20-9
(1R,3R,4S)-8-phenylmenthyl glyoxylate

: 685507-99-7
O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

Guidance literature:: Multi-step reaction with 4 steps

1: activated A₂O₃ / 1 h / 20 °C

2: H₂ / Raney-Ni / methanol / 16 h / 20 °C

3: 179 mg / aq. NaHCO₃ / ethyl acetate / 2 h / 20 °C

4: 95 percent / Et₃N / diethyl ether / 0.33 h / 20 °C

With hydrogen; sodium hydrogencarbonate; triethylamine; nickel; In methanol; diethyl ether; ethyl acetate;
DOI:10.1021/jo0358269

Reference yield:

: 640279-67-0
O-[(2S)-hydroxy-(3R)-3-nitro-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

: 685507-99-7
O-[(2S)-acetoxy-(3R)-tert-butoxycarbonylamino-3-phenylpropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol

Guidance literature:: Multi-step reaction with 3 steps

1: H₂ / Raney-Ni / methanol / 16 h / 20 °C

2: 179 mg / aq. NaHCO₃ / ethyl acetate / 2 h / 20 °C

3: 95 percent / Et₃N / diethyl ether / 0.33 h / 20 °C

With hydrogen; sodium hydrogencarbonate; triethylamine; nickel; In methanol; diethyl ether; ethyl acetate;
DOI:10.1021/jo0358269