Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

Base Information

Chemical Name:Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester
CAS No.:762262-39-5
Molecular Formula:C₆₅H₈₅NO₁₀S
Molecular Weight:1072.46
Hs Code.:

Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

Synonyms:Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

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Chemical Property of Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

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Technology Process of Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

There total 17 articles about Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl 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: 83.0%

: 634587-19-2
[(S)-3-[(2S,4aR,6S,7R,8R,8aR)-7,8-Dihydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

: 100-39-0
benzyl bromide

: 762262-39-5
Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran;
DOI:10.1002/anie.200454215

Reference yield:

: 634586-95-1
L-2-[(benzyloxycarbonyl)amino]-4-(tert-butyldimethylsilyloxy)-butylaldehyde

: 762262-39-5
Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / tetrahydrofuran

2: AD-mix-β

3: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂

4: 86 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran

5: 85 percent / iodine; triphenylphosphine / tetrahydrofuran / Heating

6: triethylamine

7: sodium methoxide / methanol

8: p-toluenesulfonic acid / dimethylformamide; CH₂Cl₂

9: 83 percent / sodium hydride / tetrahydrofuran

With AD-mix-β; tetrabutyl ammonium fluoride; iodine; sodium methylate; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 2: Sharpless dihydroxylation;
DOI:10.1002/anie.200454215

Reference yield:

: 634587-10-3
[(S)-1-((4S,5R)-2,2-Dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-3-hydroxy-propyl]-carbamic acid benzyl ester

: 762262-39-5
Benzyl-[(S)-3-[(2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-1-((4S,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-propyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / iodine; triphenylphosphine / tetrahydrofuran / Heating

2: triethylamine

3: sodium methoxide / methanol

4: p-toluenesulfonic acid / dimethylformamide; CH₂Cl₂

5: 83 percent / sodium hydride / tetrahydrofuran

With iodine; sodium methylate; sodium hydride; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200454215