benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

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Chemical Name:benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate
CAS No.:1334430-48-6
Molecular Formula:C₃₁H₃₈N₂O₅
Molecular Weight:518.653
Hs Code.:

Synonyms:benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

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Chemical Property of benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

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Technology Process of benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

There total 6 articles about benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate 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%

: 1029603-94-8
(E)-diethyl styrylboronate

: 1334430-37-3
benzyl 2-((4S)-5-hydroxy-2,2-dimethyl-1,3-dioxolan-4-yl)ethylcarbamate

: 55707-43-2
(S)-1-benzyl-2,2-dimethoxyethan-1-amine

: 1334430-48-6
benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

Guidance literature:: benzyl 2-((4S)-5-hydroxy-2,2-dimethyl-1,3-dioxolan-4-yl)ethylcarbamate; (S)-1-benzyl-2,2-dimethoxyethan-1-amine; With (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In α,α,α-trifluorotoluene; for 0.0333333h; Inert atmosphere; Molecular sieve;

(E)-diethyl styrylboronate; In α,α,α-trifluorotoluene; at 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/anie.201103271

Reference yield:

: 40371-50-4
S-4-benzyloxycarbonylamino-2-hydroxybutyric acid

: 1334430-48-6
benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: toluene-4-sulfonic acid / acetone / 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / -78 °C / Inert atmosphere

3.1: (R)-3,3'-dibromo-1,1'-bi-2-naphthol / α,α,α-trifluorotoluene / 0.03 h / Inert atmosphere; Molecular sieve

3.2: 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In tetrahydrofuran; α,α,α-trifluorotoluene; acetone; 3.2: Petasis reaction;
DOI:10.1002/anie.201103271

Reference yield:

: 6783-05-7
trans-2-phenylvinylboronic acid

: 1334430-48-6
benzyl ((3S,4R,E)-4-(((S)-1,1-dimethoxy-3-phenylpropan-2-yl)amino)-3-hydroxy-6-phenylhex-5-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium sulfate / chloroform / 24 h / Inert atmosphere; Reflux

2.1: (R)-3,3'-dibromo-1,1'-bi-2-naphthol / α,α,α-trifluorotoluene / 0.03 h / Inert atmosphere; Molecular sieve

2.2: 20 °C / Inert atmosphere

With magnesium sulfate; (R)-3,3'-dibromo-1,1'-bi-2-naphthol; In chloroform; α,α,α-trifluorotoluene; 2.2: Petasis reaction;
DOI:10.1002/anie.201103271