(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Base Information

Chemical Name:(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester
CAS No.:126587-55-1
Molecular Formula:C₃₂H₅₅NO₈Si
Molecular Weight:609.876
Hs Code.:

(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Synonyms:(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

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Chemical Property of (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

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Technology Process of (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

There total 16 articles about (4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl 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:

: 3160-59-6,4276-05-5,28862-89-7,55723-45-0,55723-48-3,127866-12-0
N-benzyloxycarbonylamino-D-alloisoleucine

: 126587-55-1
(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Guidance literature:: Multi-step reaction with 2 steps

2: 1.) LDA / THF

With lithium diisopropyl amide;
DOI:10.1016/S0040-4039(01)80647-X

Reference yield:

: 24347-63-5
methyl (S)-2-hydroxy-3-methylbutanoate

: 126587-55-1
(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 80 percent / TfOH

2: 89 percent / LAH

3: 70 percent / SO₃*pyridine, DMSO, Et₃N

4: 74 percent / SnCl₄ / CH₂Cl₂ / -78 °C

5: LAH

6: 100 percent / DMAP, Et₃N

7: 96 percent / iPr₂NEt

8: 82 percent / Na, NH₃ / tetrahydrofuran

9: 90 percent / DMAP / CH₂Cl₂

10: 1.) LDA / THF

With dmap; lithium aluminium tetrahydride; pyridine-SO₃ complex; trifluorormethanesulfonic acid; ammonia; sodium; tin(IV) chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)80647-X

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 126587-55-1
(4R,5S)-4-<<(benzyloxy)carbonyl>amino>-5-methyl-3-oxoheptanoic acid, (1S,2S,3R)-4-<(tert-butyldimethylsilyl)oxy>-1-isopropyl-2-(methoxymethoxy)-3-methylbutyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / H₂SO₄

2: 80 percent / TfOH

3: 89 percent / LAH

4: 70 percent / SO₃*pyridine, DMSO, Et₃N

5: 74 percent / SnCl₄ / CH₂Cl₂ / -78 °C

6: LAH

7: 100 percent / DMAP, Et₃N

8: 96 percent / iPr₂NEt

9: 82 percent / Na, NH₃ / tetrahydrofuran

10: 90 percent / DMAP / CH₂Cl₂

11: 1.) LDA / THF

With dmap; lithium aluminium tetrahydride; pyridine-SO₃ complex; trifluorormethanesulfonic acid; ammonia; sodium; tin(IV) chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; sulfuric acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(01)80647-X