(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

Base Information

Chemical Name:(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol
CAS No.:220214-84-6
Molecular Formula:C₂₉H₃₆ClNO₆
Molecular Weight:530.061
Hs Code.:

Synonyms:(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

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Chemical Property of (2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

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Technology Process of (2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

There total 10 articles about (2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol 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: 92.0%

: 108-24-7
acetic anhydride

: 220214-86-8
(R)-3-[(R)-(4-Benzyloxy-3-chloro-phenyl)-hydroxy-methyl]-1-oxa-4-aza-spiro[4.5]decane-4-carboxylic acid tert-butyl ester

: 220214-84-6
(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

Guidance literature:: With pyridine; at 20 ℃; for 2h;

Reference yield: 89.0%

: 108-24-7
acetic anhydride

: 220214-82-4
3-[(4-benzyloxy-3-chloro-phenyl)-hydroxy-methyl]-1-oxa-4-aza-spiro[4.5]decane-4-carboxylic acid tert-butyl ester

: 220214-84-6
(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

: (2R,3S)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

Guidance literature:: With pyridine; at 20 ℃; for 2h;

Reference yield:

: 95-57-8
2-monochlorophenol

: 220214-84-6
(2R,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / tetrachloromethane / 12 h / 20 °C

2.1: potassium carbonate / acetone / 2 h / Heating

3.1: magnesium / tetrahydrofuran / 1 h / 20 °C

3.2: 13 / 1 h / 0 °C

4.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 1 h / 20 °C

5.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

6.1: pyridine / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; bromine; potassium carbonate; magnesium; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; tetrachloromethane; dimethyl sulfoxide; acetone; 1.1: Bromination / 2.1: Benzylation / 3.1: Metallation / 3.2: Grignard reaction / 4.1: Oxidation / 5.1: Reduction / 6.1: Acetylation;