(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

Base Information

Chemical Name:(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester
CAS No.:132446-46-9
Molecular Formula:C₃₄H₄₁NO₁₁
Molecular Weight:639.7
Hs Code.:

(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

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Chemical Property of (R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

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Technology Process of (R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

There total 6 articles about (R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic 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: 41.0%

: 132446-45-8
4-Oxo-pentanoic acid (R)-2-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-2-methoxycarbonyl-ethyl ester

: 132446-46-9
(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

Guidance literature:: With hydrazinium monoacetate; for 0.1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81477-0

Reference yield:

: 116303-07-2
2-O-methoxymethyl-(R)-glyceric acid methyl ester

: 132446-46-9
(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine, N,N-dimethylaminopyridine / 2 h / Ambient temperature

2: 58 percent / acetic acid, trifluoroacetic acid / 2 h / Ambient temperature

3: 70 percent / 70percent HF/pyridine / CH₂Cl₂ / 0 °C

4: 33 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -10 °C / molecular sieve 4 Angstroem

5: 41 percent / hydrazine acetate / 0.1 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate; hydrogen fluoride; hydrazinium monoacetate; acetic acid; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)81477-0

Reference yield:

: 132446-42-5
3-O-levulinoyl-2-O-methoxymethyl-(R)-glyceric acid methyl ester

: 132446-46-9
(R)-2-((2R,3S,4R,5R,6S)-4-Benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethoxy)-3-hydroxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 58 percent / acetic acid, trifluoroacetic acid / 2 h / Ambient temperature

2: 70 percent / 70percent HF/pyridine / CH₂Cl₂ / 0 °C

3: 33 percent / BF₃*Et₂O / CH₂Cl₂ / 1 h / -10 °C / molecular sieve 4 Angstroem

4: 41 percent / hydrazine acetate / 0.1 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; hydrogen fluoride; hydrazinium monoacetate; acetic acid; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4020(01)81477-0