(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

Base Information

Chemical Name:(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid
CAS No.:911830-72-3
Molecular Formula:C₂₅H₃₃NO₅
Molecular Weight:427.541
Hs Code.:

Synonyms:(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

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Chemical Property of (2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

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Technology Process of (2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

There total 3 articles about (2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid 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%

: 911830-71-2
C₂₅H₃₃NO₄

: 911830-72-3
(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; In tert-butyl alcohol; at 20 ℃; for 2.5h;
DOI:10.1055/s-2006-942426

Reference yield:

: (2S,3S,1'R)-4-amino-3-O-benzyl-1,2-O-isopropylidene-5-methyl-N-(1'-phenylethyl)-6-heptene-1,2,3-triol

: 911830-72-3
(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / K₂CO₃; K₃[Fe(CN)6]; hydroquinidine 1,4-phthalazinediyl diether / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 8 h / 20 °C

2: 99 percent / NaIO₄ / methanol; tetrahydrofuran; H₂O / 3 h / 0 °C

3: 90 percent / aq. NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 2.5 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; (DHQD)2PHAL; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1055/s-2006-942426

Reference yield:

: 911830-70-1
(2S,3S,4R,5R,1'R)-4-amino-2-O-benzyl-1,2-O-isopropylidene-5-methyl-4-N-(1'-phenylethyl)heptane-1,2,3,6,7-pentol

: 911830-72-3
(2R,3R,4S,1'R)-3-amino-4-O-benzyl-5,6-O-isopropylidene-2-methyl-3-N-(1'-phenylethyl)hexanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / NaIO₄ / methanol; tetrahydrofuran; H₂O / 3 h / 0 °C

2: 90 percent / aq. NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s) / 2.5 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; In tetrahydrofuran; methanol; water; tert-butyl alcohol;
DOI:10.1055/s-2006-942426