(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-1-ol

Base Information

Chemical Name:(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-1-ol
CAS No.:197778-02-2
Molecular Formula:C₂₃H₂₈ClNO₆
Molecular Weight:449.931
Hs Code.:

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

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

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

There total 10 articles about (2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-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: 70.0%

: 197777-86-9
(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

: 197778-02-2
(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-1-ol

Guidance literature:: With trifluoroacetic acid; In dichloromethane; water; for 1h; Ambient temperature;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 197777-97-2
(2S,3S)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylamino-1,2-cyclohexylidenepropan-1-ol

: 197778-02-2
(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) IBX, 2.) ZnBH₄ / 1.) DMSO, 2.) Et₂O

2: 70 percent / TFA / H₂O; CH₂Cl₂ / 1 h / Ambient temperature

With zinc(II) tetrahydroborate; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; water;
DOI:10.1016/S0040-4039(97)01749-8

Reference yield:

: 4-benzyloxy-3-chlorophenyl magnesium bromide

: 197778-02-2
(2S,3R)-3-acetoxy-3-(4-benzyloxy-3-chlorophenyl)-2-tert-butoxycarbonylaminopropan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 2.) pyridine / 1.) THF, 0 deg C, 1 h, 2.) CH₂Cl₂, RT, 2 h

2: 70 percent / TFA / H₂O; CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; trifluoroacetic acid; In dichloromethane; water;
DOI:10.1016/S0040-4039(97)01749-8