(S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

Base Information

• Chemical Name: (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol
• CAS No.: 125239-03-4
• Molecular Formula: C₆₈H₆₈O₁₁S
• Molecular Weight: 1093.35

Synonyms:(S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

Chemical Property of (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

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Technology Process of (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

There total 25 articles about (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol 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: 74.0%

C33H31LiO5S + Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(formyl)-α-D-galactopyranoside (125219-22-9) → (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol (125239-03-4)

Guidance literature:

at -100 ℃;

DOI:10.1016/S0040-4039(00)99257-8

Reference yield: 74.0%

C33H31LiO5S + Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(formyl)-α-D-glucopyranoside (125219-23-0) → (R)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol (125239-03-4) + (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol (125239-03-4)

Guidance literature:

at -100 ℃; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)99257-8

Reference yield: 74.0%

C33H31LiO5S + Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(formyl)-α-D-glucopyranoside (125219-23-0) → (R)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol (125239-03-4) + (S)-((4S,5R,6R)-3-Benzenesulfinyl-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol (125239-03-4)

Guidance literature:

at -100 ℃; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)99257-8

upstream raw materials:

Benzyl 2,3,6-Tri-O-benzyl-4-deoxy-4-C-(formyl)-α-D-glucopyranoside

benzyl 1,2,3,6-tetra-O-benzyl-α-D-glucopyranoside

3,4,6-tri-O-benzyl-D-glucal

benzyl bromide

Downstream raw materials:

(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(S)-hydroxy-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methyl]-tetrahydro-pyran-3-ol

(S)-((4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methanol

(4R,4aS,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-2,2-dimethyl-4-((2S,3S,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-hexahydro-pyrano[3,2-d][1,3]dioxine

(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(R)-hydroxy-((2S,3R,4S,5R,6S)-4,5,6-tris-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl)-methyl]-tetrahydro-pyran-3-ol

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