3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

Base Information

Chemical Name:3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester
CAS No.:201533-25-7
Molecular Formula:C₄₀H₄₄O₇
Molecular Weight:636.785
Hs Code.:

Synonyms:3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

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Technology Process of 3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

There total 2 articles about 3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic 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: 86.0%

: 78153-79-4,89025-46-7,94898-42-7,94898-43-8,101966-50-1,143615-35-4,122741-44-0
2,3,4,6-tetra-O-benzyl-D-glucopyranosyl fluoride

: 70639-89-3
methyl 3-(trimethylsilylmethyl)-3-butenoate

: 3-((2S,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

: 201533-25-7
3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 45h; Yields of byproduct given;
DOI:10.1016/S0040-4020(98)00926-0

Reference yield:

: 89025-46-7
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl fluoride

: 70639-89-3
methyl 3-(trimethylsilylmethyl)-3-butenoate

: 3-((2S,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

: 201533-25-7
3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at -30 - 0 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1055/s-1998-3125

Reference yield: 74.0%

: 201533-25-7
3-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-enoic acid methyl ester

: 201533-37-1
4-Hydroxy-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-dihydro-furan-2-one

Guidance literature:: With pyridine; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; tert-butyl alcohol; for 2h; Heating;
DOI:10.1055/s-1998-3125