Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

Base Information

Chemical Name:Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester
CAS No.:773080-72-1
Molecular Formula:C₄₁H₄₁NO₅
Molecular Weight:627.78
Hs Code.:

Synonyms:Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

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Chemical Property of Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

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Technology Process of Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

There total 5 articles about Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl 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: 90.0%

: 773080-71-0
Diphenyl-acetic acid (3R,4R,5S,6R)-1-benzyl-4,5-bis-benzyloxy-6-formyl-piperidin-3-yl ester

: 773080-72-1
Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; diethyl ether; at 20 ℃; for 0.0833333h;
DOI:10.1055/s-2004-829566

Reference yield:

: 117-34-0
2,2-diphenylacetic acid

: 773080-72-1
Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 80 °C

2.1: 4 Angstroem molecular sieves / acetonitrile / 0.25 h / 20 °C

3.1: NaBH₄ / methanol / 0.17 h / 20 °C

3.2: 30 mg / aq. AgNO₃ / acetonitrile / 0.08 h / 20 °C

4.1: 90 percent / NaBH₄ / diethyl ether; methanol / 0.08 h / 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; 4 A molecular sieve; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1055/s-2004-829566

Reference yield:

: ((2S,3R,4S,5R)-1-Benzyl-3,4-bis-benzyloxy-5-thiazol-2-yl-pyrrolidin-2-yl)-methanol

: 773080-72-1
Diphenyl-acetic acid (3R,4R,5S,6S)-1-benzyl-4,5-bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 74 percent / PPh₃; DIAD / tetrahydrofuran / 2 h / 80 °C

2.1: 4 Angstroem molecular sieves / acetonitrile / 0.25 h / 20 °C

3.1: NaBH₄ / methanol / 0.17 h / 20 °C

3.2: 30 mg / aq. AgNO₃ / acetonitrile / 0.08 h / 20 °C

4.1: 90 percent / NaBH₄ / diethyl ether; methanol / 0.08 h / 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; 4 A molecular sieve; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1055/s-2004-829566