(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

Base Information

Chemical Name:(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester
CAS No.:325687-65-8
Molecular Formula:C₂₅H₄₃NO₅Si
Molecular Weight:465.706
Hs Code.:

Synonyms:(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

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Chemical Property of (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

Chemical Property:

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Technology Process of (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

There total 6 articles about (3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl 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: 82.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 325687-64-7
(3S,4R)-4-benzyloxycarbonylamino-3-hydroxyhexanoic acid methyl ester

: 325687-65-8
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane;
DOI:10.1016/S0040-4039(00)01409-X

Reference yield:

: 1685-33-2
N-[(benzyloxy)carbonyl]-D-valine

: 325687-65-8
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / EDAC*HCl; DMAP / CH₂Cl₂ / 0 - 20 °C

2: 83 percent / tetrahydrofuran / -78 °C

3: 77 percent / potassium borohydride / methanol / -30 - 0 °C

4: 82 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; potassium borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja010222c

Reference yield:

: 147778-58-3
(4R)-4-benzyloxycarbonylamino-3-oxo-hexanoic acid methyl ester

: 325687-65-8
(3S,4R)-4-benzyloxycarbonylamino-3-(triisopropylsilanyloxy)hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / potassium borohydride / methanol / -30 - 0 °C

2: 82 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; potassium borohydride; In methanol; dichloromethane;
DOI:10.1021/ja010222c